Hydrochloric Acid → 3-[4-(Trifluoromethyl)phenyl]but-2-enoic acid
Reaction equation
[F:1][C:2]([F:18])([F:17])[C:3]1[CH:8]=[CH:7][C:6](/[C:9](/[CH3:16])=[CH:10]/[C:11]([O:13]CC)=[O:12])=[CH:5][CH:4]=1.[OH-].[Na+].Cl>CCO.[Cl-].[Na+].O>[F:1][C:2]([F:17])([F:18])[C:3]1[CH:4]=[CH:5][C:6](/[C:9](/[CH3:16])=[CH:10]/[C:11]([OH:13])=[O:12])=[CH:7][CH:8]=1Participants
6
Procedure
The product from Example 142A (3.5 g, 13.5 mmol) in EtOH (80 mL) was treated with aqueous 1M NaOH (40 mL) and stirred for 16 hours at ambient temperature. The reaction mixture was neutralized with 1N HCl (40 mL), diluted with brine, and extracted with diethyl ether to provide the title compound. NMR (CDCl3) 2.60 (s, 3H), 6.82 (s, 1H), 7.58 (d, 2H), 7.65 (d, 2H).
Workup
- extractionextracted with diethyl ether
Sources & evidence
- ORD record
- ord-60a5c92ab495413097d52d82e7f19861
- Source dataset
- uspto-grants-2005_08
- Patent number
- US06933311B2
Reaction notes
Loading…