The invention relates to a process comprising the following process steps: a) introducing a first alcohol, the first alcohol having 2 to 30 carbon atoms; b) adding a phosphine ligand and a compound which comprises Pd, or adding a complex comprising Pd and a phosphine ligand; c) adding a second alcohol; d) supplying CO; e) heating the reaction mixture, the first alcohol reacting with CO and the second alcohol to form an ester;
where the phosphine ligand is a compound of formula (I) ##STR00001##
where m and n are each independently 0 or 1; R.sup.1, R.sup.2, R.sup.3, R.sup.4 are each independently selected from —(C.sub.1-C.sub.12)-alkyl, —(C.sub.3-C.sub.12)-cycloalkyl, —(C.sub.3-C.sub.12)-heterocycloalkyl, —(C.sub.6-C.sub.20)-aryl, —(C.sub.3-C.sub.20)-heteroaryl; at least one of the R.sup.1, R.sup.2, R.sup.3, R.sup.4 radicals is a —(C.sub.3-C.sub.20)-heteroaryl radical; and R.sup.1, R.sup.2, R.sup.3, R.sup.4, if they are —(C.sub.1-C.sub.12)-alkyl, —(C.sub.3-C.sub.12)-cycloalkyl, —(C.sub.3-C.sub.12)-heterocycloalkyl, —(C.sub.6-C.sub.20)-aryl or —(C.sub.3-C.sub.20)-heteroaryl, may each independently be substituted by one or more substituents selected from —(C.sub.1-C.sub.12)-alkyl, —(C.sub.3-C.sub.12)-cycloalkyl, —(C.sub.3-C.sub.12)-heterocycloalkyl, —O—(C.sub.1-C.sub.12)-alkyl, —O—(C.sub.1-C.sub.12)-alkyl-(C.sub.6-C.sub.20)-aryl, —O—(C.sub.3-C.sub.12)-cycloalkyl, —S—(C.sub.1-C.sub.12)-alkyl, —S—(C.sub.3-C.sub.12)-cycloalkyl, —COO—(C.sub.1-C.sub.12)-alkyl, —COO—(C.sub.3-C.sub.12)-cycloalkyl, —CONH—(C.sub.1-C.sub.12)-alkyl, —CONH—(C.sub.3-C.sub.12)-cycloalkyl, —CO—(C.sub.1-C.sub.12)-alkyl, —CO—(C.sub.3-C.sub.12)-cycloalkyl, —N—[(C.sub.1-C.sub.12)-alkyl].sub.2, —(C.sub.6-C.sub.20)-aryl, —(C.sub.6-C.sub.20)-aryl-(C.sub.1-C.sub.12)-alkyl, —(C.sub.6-C.sub.20)-aryl-O—(C.sub.1-C.sub.12)-alkyl, —(C.sub.3-C.sub.20)-heteroaryl, —(C.sub.3-C.sub.20)-heteroaryl-(C.sub.1-C.sub.12)-alkyl, —(C.sub.3-C.sub.20)-heteroaryl-O—(C.sub.1-C.sub.12)-alkyl, —COOH, —OH, —SO.sub.3H, —NH.sub.2, halogen.

The invention relates to a process comprising the following process steps: a) introducing a first alcohol, the first alcohol having 2 to 30 carbon atoms; b) adding a phosphine ligand and a compound which comprises Pd, or adding a complex comprising Pd and a phosphine ligand; c) adding a second alcohol; d) supplying CO; e) heating the reaction mixture, the first alcohol reacting with CO and the second alcohol to form an ester;
where the phosphine ligand is a compound of formula (I) ##STR00001##
where m and n are each independently 0 or 1; R.sup.1, R.sup.2, R.sup.3, R.sup.4 are each independently selected from —(C.sub.1-C.sub.12)-alkyl, —(C.sub.3-C.sub.12)-cycloalkyl, —(C.sub.3-C.sub.12)-heterocycloalkyl, —(C.sub.6-C.sub.20)-aryl, —(C.sub.3-C.sub.20)-heteroaryl; at least one of the R.sup.1, R.sup.2, R.sup.3, R.sup.4 radicals is a —(C.sub.3-C.sub.20)-heteroaryl radical; and R.sup.1, R.sup.2, R.sup.3, R.sup.4, if they are —(C.sub.1-C.sub.12)-alkyl, —(C.sub.3-C.sub.12)-cycloalkyl, —(C.sub.3-C.sub.12)-heterocycloalkyl, —(C.sub.6-C.sub.20)-aryl or —(C.sub.3-C.sub.20)-heteroaryl, may each independently be substituted by one or more substituents selected from —(C.sub.1-C.sub.12)-alkyl, —(C.sub.3-C.sub.12)-cycloalkyl, —(C.sub.3-C.sub.12)-heterocycloalkyl, —O—(C.sub.1-C.sub.12)-alkyl, —O—(C.sub.1-C.sub.12)-alkyl-(C.sub.6-C.sub.20)-aryl, —O—(C.sub.3-C.sub.12)-cycloalkyl, —S—(C.sub.1-C.sub.12)-alkyl, —S—(C.sub.3-C.sub.12)-cycloalkyl, —COO—(C.sub.1-C.sub.12)-alkyl, —COO—(C.sub.3-C.sub.12)-cycloalkyl, —CONH—(C.sub.1-C.sub.12)-alkyl, —CONH—(C.sub.3-C.sub.12)-cycloalkyl, —CO—(C.sub.1-C.sub.12)-alkyl, —CO—(C.sub.3-C.sub.12)-cycloalkyl, —N—[(C.sub.1-C.sub.12)-alkyl].sub.2, —(C.sub.6-C.sub.20)-aryl, —(C.sub.6-C.sub.20)-aryl-(C.sub.1-C.sub.12)-alkyl, —(C.sub.6-C.sub.20)-aryl-O—(C.sub.1-C.sub.12)-alkyl, —(C.sub.3-C.sub.20)-heteroaryl, —(C.sub.3-C.sub.20)-heteroaryl-(C.sub.1-C.sub.12)-alkyl, —(C.sub.3-C.sub.20)-heteroaryl-O—(C.sub.1-C.sub.12)-alkyl, —COOH, —OH, —SO.sub.3H, —NH.sub.2, halogen.

A method for producing tricyclo[5.2.1.0.sup.2,6]decane-2-carboxylate according to the present invention is a method for producing tricyclo[5.2.1.0.sup.2,6]decane-2-carboxylate, containing reacting tricyclo[5.2.1.0.sup.2,6]deca-3-ene in a dilute solution containing the tricyclo[5.2.1.0.sup.2,6]deca-3-ene with carbon monoxide in the presence of an acid catalyst, followed by reaction with an alcohol, wherein the dilute solution contains 100 parts by mass or more of a tricyclo[5.2.1.0.sup.2,6]decane isomer mixture based on 100 parts by mass of the tricyclo[5.2.1.0.sup.2,6]deca-3-ene, the tricyclo[5.2.1.0.sup.2,6]decane isomer mixture contains endo-tricyclo[5.2.1.0.sup.2,6]decane (Endo form of TCD) and exo-tricyclo[5.2.1.0.sup.2,6]decane (Exo form of TCD), and a constituent ratio thereof (Endo form of TCD/Exo form of TCD) is greater than 1.0.

A method for producing tricyclo[5.2.1.0.sup.2,6]decane-2-carboxylate according to the present invention is a method for producing tricyclo[5.2.1.0.sup.2,6]decane-2-carboxylate, containing reacting tricyclo[5.2.1.0.sup.2,6]deca-3-ene in a dilute solution containing the tricyclo[5.2.1.0.sup.2,6]deca-3-ene with carbon monoxide in the presence of an acid catalyst, followed by reaction with an alcohol, wherein the dilute solution contains 100 parts by mass or more of a tricyclo[5.2.1.0.sup.2,6]decane isomer mixture based on 100 parts by mass of the tricyclo[5.2.1.0.sup.2,6]deca-3-ene, the tricyclo[5.2.1.0.sup.2,6]decane isomer mixture contains endo-tricyclo[5.2.1.0.sup.2,6]decane (Endo form of TCD) and exo-tricyclo[5.2.1.0.sup.2,6]decane (Exo form of TCD), and a constituent ratio thereof (Endo form of TCD/Exo form of TCD) is greater than 1.0.

Provided is a process for the preparation of certain 1,4-bicyclo[2.2.2]octane derivatives. The new synthetic procedure involves treating 1,4-dimethylene cyclohexane with an oxidizing agent in the presence of a transition metal catalyst to afford an oxo-substituted bicyclo[2.2.2]octane species. This intermediate structure can then be further derivatized. The processes of this disclosure thus affords a novel and simplified means for the commercial production of a wide variety of bicyclo[2.2.2]octane derivatives.

Provided is a process for the preparation of certain 1,4-bicyclo[2.2.2]octane derivatives. The new synthetic procedure involves treating 1,4-dimethylene cyclohexane with an oxidizing agent in the presence of a transition metal catalyst to afford an oxo-substituted bicyclo[2.2.2]octane species. This intermediate structure can then be further derivatized. The processes of this disclosure thus affords a novel and simplified means for the commercial production of a wide variety of bicyclo[2.2.2]octane derivatives.

Provided is a process for the preparation of certain 1,4-bicyclo[2.2.2]octane derivatives. The new synthetic procedure involves treating 1,4-dimethylene cyclohexane with an oxidizing agent in the presence of a transition metal catalyst to afford an oxo-substituted bicyclo[2.2.2]octane species. This intermediate structure can then be further derivatized. The processes of this disclosure thus affords a novel and simplified means for the commercial production of a wide variety of bicyclo[2.2.2]octane derivatives.

A method for directly producing methyl acetate and/or acetic acid from syngas, carried out in at least two reaction zones, including: feeding a raw material containing syngas into a first reaction zone to contact and react with a metal catalyst; allowing an obtained effluent to enter a second reaction zone directly or after the addition of carbon monoxide so as to contact and react with a solid acid catalyst; separating the obtained effluent to obtain product of acetate and/or acetic acid, and optionally returning a residual part to enter the first reaction zone and/or the second reaction zone to recycle the reaction. This provides a novel method for directly converting syngas into methyl acetate and/or acetic acid. Further, the product selectivity of the product of methyl acetate or acetic acid is greater than 93%, and the quantity of methyl acetate and acetic acid may be adjusted according to processing.

A method for directly producing methyl acetate and/or acetic acid from syngas, carried out in at least two reaction zones, including: feeding a raw material containing syngas into a first reaction zone to contact and react with a metal catalyst; allowing an obtained effluent to enter a second reaction zone directly or after the addition of carbon monoxide so as to contact and react with a solid acid catalyst; separating the obtained effluent to obtain product of acetate and/or acetic acid, and optionally returning a residual part to enter the first reaction zone and/or the second reaction zone to recycle the reaction. This provides a novel method for directly converting syngas into methyl acetate and/or acetic acid. Further, the product selectivity of the product of methyl acetate or acetic acid is greater than 93%, and the quantity of methyl acetate and acetic acid may be adjusted according to processing.

A method for directly producing methyl acetate and/or acetic acid from syngas, carried out in at least two reaction zones, including: feeding a raw material containing syngas into a first reaction zone to contact and react with a metal catalyst; allowing an obtained effluent to enter a second reaction zone directly or after the addition of carbon monoxide so as to contact and react with a solid acid catalyst; separating the obtained effluent to obtain product of acetate and/or acetic acid, and optionally returning a residual part to enter the first reaction zone and/or the second reaction zone to recycle the reaction. This provides a novel method for directly converting syngas into methyl acetate and/or acetic acid. Further, the product selectivity of the product of methyl acetate or acetic acid is greater than 93%, and the quantity of methyl acetate and acetic acid may be adjusted according to processing.