4,4,4-Trifluoro-3-methyl-2-butenoic acid → 4,4,4-Trifluoro-3-methylbutanoic acid
Reaction equation
[F:1][C:2]([F:10])([F:9])/[C:3](/[CH3:8])=[CH:4]\[C:5]([OH:7])=[O:6]>CO>[F:1][C:2]([F:10])([F:9])[CH:3]([CH3:8])[CH2:4][C:5]([OH:7])=[O:6]Participants
3
Reactant 1
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 25 °C
Procedure
In an atmosphere of argon, 12 mg (14.1×10-3 mmol) of Ru(OAc)2 [(S)-(-)-OcH-binap] complex and 434.7 mg (2.82 mmol) of 3-trifluoromethylcrotonic acid were dissolved in 14 ml of methanol, and the resulting solution was put into a 100 ml capacity autoclave and stirred at 25° C. for 63 hours under a hydrogen pressure of 100 atm. The reaction solution was concentrated and then subjected to distillation to obtain 376 mg of (-)-3-trifluoromethylbutanoic acid with a yield of 85%.
Workup
- concentrationThe reaction solution was concentrated
- distillationsubjected to distillation
Sources & evidence
- ORD record
- ord-d2cfcb17987242979a44692f53e259e3
- Source dataset
- uspto-grants-1996_10
- Patent number
- US05563295
Reaction notes
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