(3-Benzyloxy-5-trifluoromethyl-phenyl)-acetic acid ethyl ester → (3-Hydroxy-5-trifluoromethyl-phenyl)-acetic acid ethyl ester

HRID 656762

Reaction equation

[CH2:1]([O:3][C:4](=[O:24])[CH2:5][C:6]1[CH:11]=[C:10]([C:12]([F:15])([F:14])[F:13])[CH:9]=[C:8]([O:16]CC2C=CC=CC=2)[CH:7]=1)[CH3:2]>CCO>[CH2:1]([O:3][C:4](=[O:24])[CH2:5][C:6]1[CH:11]=[C:10]([C:12]([F:14])([F:13])[F:15])[CH:9]=[C:8]([OH:16])[CH:7]=1)[CH3:2]

Participants

Conditions

Temperature: 50 °C

Procedure

(3-Benzyloxy-5-trifluoromethyl-phenyl)-acetic acid ethyl ester (1.7 g, 5.6 mmol) was dissolved in EtOH (30 mL) and degassed with N2. 5% Palladium on carbon (1 g) was added, and the reaction was purged with H2 and then stirred under an H2 balloon at 50° C. overnight. The mixture was filtered and concentrated to give (3-Hydroxy-5-trifluoromethyl-phenyl)-acetic acid ethyl ester.

Workup

customdegassed with N2
addition5% Palladium on carbon (1 g) was added
customthe reaction was purged with H2
filtrationThe mixture was filtered
concentrationconcentrated

Sources & evidence

ORD record: ord-e990c05683784aceb3b36a02f1708b5c
Source dataset: uspto-grants-2011_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08071807B2

Linked notes

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