Provided is an industrially simple and cheap method for efficiently removing butene from crude monofluorobutane containing butene without causing substantial decomposition, transformation, or the like of the monofluorobutane. In a provided monofluorobutane purification method, crude monofluorobutane containing butene is brought into contact with trihalomethane in the presence of an alkali aqueous solution to convert the butene to a compound having a higher boiling point than the monofluorobutane, water is subsequently added to a reaction mixture obtained thereby to dissolve a produced salt, an organic layer is separated, and then the separated organic layer is purified by distillation.

Provided is an industrially simple and cheap method for efficiently removing butene from crude monofluorobutane containing butene without causing substantial decomposition, transformation, or the like of the monofluorobutane. In a provided monofluorobutane purification method, crude monofluorobutane containing butene is brought into contact with trihalomethane in the presence of an alkali aqueous solution to convert the butene to a compound having a higher boiling point than the monofluorobutane, water is subsequently added to a reaction mixture obtained thereby to dissolve a produced salt, an organic layer is separated, and then the separated organic layer is purified by distillation.

Disclosed are processes for the production of fluorinated olefins, preferably adapted to commercialization of CF.sub.3CFCH.sub.2 (1234yf). Three steps may be used in preferred embodiments in which a feedstock such as CCl.sub.2CClCH.sub.2Cl (which may be purchased or synthesized from 1,2,3-trichloropropane) is fluorinated (preferably with HF in gas-phase in the presence of a catalyst) to synthesize a compound such as CF.sub.3CClCH.sub.2, preferably in a 80-96% selectivity. The CF.sub.3CClCH.sub.2 is preferably converted to CF.sub.3CFClCH.sub.3 (244-isomer) using a SbCl.sub.5 as the catalyst which is then transformed selectively to 1234yf, preferably in a gas-phase catalytic reaction using activated carbon as the catalyst. For the first step, a mixture of Cr.sub.2O.sub.3 and FeCl.sub.3/C is preferably used as the catalyst to achieve high selectivity to CF.sub.3CClCH.sub.2 (96%). In the second step, SbCl.sub.5/C is preferably used as the selective catalyst for transforming 1233xf to 244-isomer, CF.sub.3CFClCH.sub.3. The intermediates are preferably isolated and purified by distillation and used in the next step without further purification, preferably to a purity level of greater than about 95%.

Disclosed are processes for the production of fluorinated olefins, preferably adapted to commercialization of CF.sub.3CFCH.sub.2 (1234yf). Three steps may be used in preferred embodiments in which a feedstock such as CCl.sub.2CClCH.sub.2Cl (which may be purchased or synthesized from 1,2,3-trichloropropane) is fluorinated (preferably with HF in gas-phase in the presence of a catalyst) to synthesize a compound such as CF.sub.3CClCH.sub.2, preferably in a 80-96% selectivity. The CF.sub.3CClCH.sub.2 is preferably converted to CF.sub.3CFClCH.sub.3 (244-isomer) using a SbCl.sub.5 as the catalyst which is then transformed selectively to 1234yf, preferably in a gas-phase catalytic reaction using activated carbon as the catalyst. For the first step, a mixture of Cr.sub.2O.sub.3 and FeCl.sub.3/C is preferably used as the catalyst to achieve high selectivity to CF.sub.3CClCH.sub.2 (96%). In the second step, SbCl.sub.5/C is preferably used as the selective catalyst for transforming 1233xf to 244-isomer, CF.sub.3CFClCH.sub.3. The intermediates are preferably isolated and purified by distillation and used in the next step without further purification, preferably to a purity level of greater than about 95%.

Provided is an industrially simple and cheap method for efficiently removing butene from crude monofluorobutane containing butene without causing substantial decomposition, transformation, or the like of the monofluorobutane. In a provided monofluorobutane purification method, crude monofluorobutane containing butene is brought into contact with trihalomethane in the presence of an alkali aqueous solution to convert the butene to a compound having a higher boiling point than the monofluorobutane, water is subsequently added to a reaction mixture obtained thereby to dissolve a produced salt, an organic layer is separated, and then the separated organic layer is purified by distillation.

Provided is an industrially simple and cheap method for efficiently removing butene from crude monofluorobutane containing butene without causing substantial decomposition, transformation, or the like of the monofluorobutane. In a provided monofluorobutane purification method, crude monofluorobutane containing butene is brought into contact with trihalomethane in the presence of an alkali aqueous solution to convert the butene to a compound having a higher boiling point than the monofluorobutane, water is subsequently added to a reaction mixture obtained thereby to dissolve a produced salt, an organic layer is separated, and then the separated organic layer is purified by distillation.

A method for producing at least one compound of a fluorine-containing olefin compound (51) or a fluorine-containing olefin compound (52) includes performing a reaction of a fluorine-containing olefin compound (21) with an olefin compound (31) in the presence of a metal-carbene complex compound having an olefin metathesis reaction activity and an olefin compound (41) or (42). ##STR00001##

A method for producing at least one compound of a fluorine-containing olefin compound (51) or a fluorine-containing olefin compound (52) includes performing a reaction of a fluorine-containing olefin compound (21) with an olefin compound (31) in the presence of a metal-carbene complex compound having an olefin metathesis reaction activity and an olefin compound (41) or (42). ##STR00001##

A method for producing at least one compound of a fluorine-containing olefin compound (51) or a fluorine-containing olefin compound (52) includes performing a reaction of a fluorine-containing olefin compound (21) with an olefin compound (31) in the presence of a metal-carbene complex compound having an olefin metathesis reaction activity and an olefin compound (41) or (42). ##STR00001##

Disclosed are processes for the production of fluorinated olefins, preferably adapted to commercialization of CF.sub.3CFCH.sub.2 (1234yf). Three steps may be used in preferred embodiments in which a feedstock such as CCl.sub.2CClCH.sub.2Cl (which may be purchased or synthesized from 1,2,3-trichloropropane) is fluorinated (preferably with HF in gas-phase in the presence of a catalyst) to synthesize a compound such as CF.sub.3CClCH.sub.2, preferably in a 80-96% selectivity. The CF.sub.3CClCH.sub.2 is preferably converted to CF.sub.3CFClCH.sub.3 (244-isomer) using a SbCl.sub.5 as the catalyst which is then transformed selectively to 1234yf, preferably in a gas-phase catalytic reaction using activated carbon as the catalyst. For the first step, a mixture of Cr.sub.2O.sub.3 and FeCl.sub.3/C is preferably used as the catalyst to achieve high selectivity to CF.sub.3CClCH.sub.2 (96%). In the second step, SbCl.sub.5/C is preferably used as the selective catalyst for transforming 1233xf to 244-isomer, CF.sub.3CFClCH.sub.3. The intermediates are preferably isolated and purified by distillation and used in the next step without further purification, preferably to a purity level of greater than about 95%.