Reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([C:9]([OH:18])([C:14]([F:17])([F:16])[F:15])[C:10]([F:13])([F:12])[F:11])[CH:6]=[CH:5][C:4]=1[CH:19]=[CH:20][C:21]([OH:23])=[O:22]>C(O)C>[CH3:1][O:2][C:3]1[CH:8]=[C:7]([C:9]([OH:18])([C:14]([F:15])([F:16])[F:17])[C:10]([F:13])([F:12])[F:11])[CH:6]=[CH:5][C:4]=1[CH2:19][CH2:20][C:21]([OH:23])=[O:22]Participants
Procedure
To 100 ml of ethanol are added 8.8 g (0.025 mole) of 3-{2-methoxy-4-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]phenyl}-2-propenoic acid to produce a solution which is added to a pressure bottle and flushed with nitrogen. To the solution is added 1 g of 10% palladium on carbon. The pressure bottle is placed in a hydrogenation apparatus and pressurized to 1384 g/cm2 (50 lbs/in.2) with hydrogen. The pressure bottle is shaken until the pressure ceases dropping. The resulting solution is vented, filtered and evaporated at reduced pressure to obtain a residual solid which is recrystallized from chlorobutane o give 7.0 gm of 2-methoxy-4-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]benzenepropanoic acid having a melting point of 116°-117°.
Workup
- customto produce a solution which
- additionis added to a pressure bottle
- customflushed with nitrogen
- additionTo the solution is added 1 g of 10% palladium on carbon
- filtrationfiltered
- customevaporated at reduced pressure
- customto obtain a residual solid which
- customis recrystallized from chlorobutane
Sources & evidence
- ORD record
- ord-5311bd096d1c45b1920e980fa0c4e746
- Source dataset
- uspto-grants-1988_02
- Patent number
- US04727180
Linked notes
Loading…