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

HRID 888508Notes

Reaction equation

[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([CH2:19][C:20]([OH:22])=[O:21])[CH:12]=[C:13]([C:15]([F:18])([F:17])[F:16])[CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.S(=O)(=O)(O)O.[CH3:28][CH2:29]O>>[CH2:28]([O:21][C:20](=[O:22])[CH2:19][C:11]1[CH:12]=[C:13]([C:15]([F:17])([F:18])[F:16])[CH:14]=[C:9]([O:8][CH2:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)[CH:10]=1)[CH3:29]

Participants

Reactant 3

HCID 702Ethanol

HCID 1118Sulfuric Acid

HCID 59644613(3-Benzyloxy-5-trifluoromethyl-phenyl)-acetic acid

Product 1

HCID 58148866(3-Benzyloxy-5-trifluoromethyl-phenyl)-acetic acid ethyl ester

Procedure

To (3-benzyloxy-5-trifluoromethyl-phenyl)-acetic acid (1.5 g, 5.4 mmol) in EtOH (30 mL) was added sulfuric acid (1 mL), and the mixture was stirred overnight at room temperature. Once no starting material was seen by analytical LCMS, the reaction was worked up to give (3-Benzyloxy-5-trifluoromethyl-phenyl)-acetic acid ethyl ester.

Sources & evidence

ORD record: ord-dfa3e7d3392747069729aee290d85469
Source dataset: uspto-grants-2012_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08247602B2

Reaction notes

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