Methanol → 3-Ethyl-5-fluoro-4-hydroxybenzoic acid methyl ester
Reaction equation
[CH3:1][O:2][C:3](=[O:14])[C:4]1[CH:9]=[C:8]([CH:10]=[CH2:11])[C:7]([OH:12])=[C:6]([F:13])[CH:5]=1.CO>C1COCC1.[C].[Pd]>[CH3:1][O:2][C:3](=[O:14])[C:4]1[CH:5]=[C:6]([F:13])[C:7]([OH:12])=[C:8]([CH2:10][CH3:11])[CH:9]=1Participants
5
Procedure
A suspension of 3-fluoro-4-hydroxy-5-vinylbenzoic acid methyl ester (121 mg) and 10% palladium carbon (20 mg) in THF (1 mL)-methanol (1 mL) was hydrogenated at room temperature over night at medium pressure (3 kgf/cm2). The catalyst was filtered off through a Celite pad, and the filtrate was concentrated to give the title compound (121 mg).
Workup
- waitwas hydrogenated at room temperature over night at medium pressure (3 kgf/cm2)
- filtrationThe catalyst was filtered off through a Celite pad
- concentrationthe filtrate was concentrated
Sources & evidence
- ORD record
- ord-efdb1a6677f24c2c8660e7c51eaf3ebb
- Source dataset
- uspto-grants-2012_01
- Patent number
- US08101774B2
Reaction notes
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