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

HRID 885286Notes

Reaction equation

HRID 885286 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 desired product (1.7 g).

Sources & evidence

ORD record
ord-4ea0a002f821468680f898a07d33da0e
Source dataset
uspto-grants-2012_08
Patent number
US08242145B2

Reaction notes

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