Water → 2-(3-Fluorophenyl)cyclopropanecarboxylic acid
Reaction equation
CON(C)[C:4]([CH:6]1[CH2:8][CH:7]1[C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([F:15])[CH:10]=1)=[O:5].[OH2:17].[OH-].[Na+]>CO>[F:15][C:11]1[CH:10]=[C:9]([CH:7]2[CH2:8][CH:6]2[C:4]([OH:17])=[O:5])[CH:14]=[CH:13][CH:12]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
A mixture of 2-(3-fluoro-phenyl)-cyclopropanecarboxylic acid methoxy-methyl-amide (8.96 g), water (20 mL), and NaOH (3.2 g) in MeOH (40 mL) was refluxed for 3 h. The reaction mixture was cooled down to room temperature and concentrated in vacuo. The residue was acidified by 6 N HCl followed by extraction with CH2Cl2. The organic layer was washed with brine, dried over MgSO4 and concentrated in vacuo to give the title compound (7.1 g).
Workup
- temperaturewas refluxed for 3 h
- concentrationconcentrated in vacuo
- extractionfollowed by extraction with CH2Cl2
- washThe organic layer was washed with brine
- dry with materialdried over MgSO4
- concentrationconcentrated in vacuo
Sources & evidence
- ORD record
- ord-e6d4d52d97924abb9485e63f1c935f21
- Source dataset
- uspto-grants-2006_12
- Patent number
- US07144881B2
Reaction notes
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