Ethanol → (5-Benzyloxy-2-chloro-phenyl)-acetic acid ethyl ester

HRID 1810530Notes

Reaction equation

HRID 1810530 reaction equation
[CH2:1]([O:8][C:9]1[CH:10]=[CH:11][C:12]([Cl:19])=[C:13]([CH2:15][C:16]([OH:18])=[O:17])[CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.S(=O)(=O)(O)O.[CH3:25][CH2:26]O>>[CH2:25]([O:17][C:16](=[O:18])[CH2:15][C:13]1[CH:14]=[C:9]([O:8][CH2:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)[CH:10]=[CH:11][C:12]=1[Cl:19])[CH3:26]

Participants

4

Reactant 3

HCID 702EthanolHCID 1118Sulfuric AcidHCID 58149280(5-Benzyloxy-2-chloro-phenyl)-acetic acid

Product 1

HCID 58148945(5-Benzyloxy-2-chloro-phenyl)-acetic acid ethyl ester

Procedure

To (5-benzyloxy-2-chloro-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 the title compound.

Sources & evidence

ORD record
ord-f33bcd6ccba748dcad9a96cec4bda8f5
Source dataset
uspto-grants-2013_01
Patent number
US08362044B2

Reaction notes

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