Ethanol → [1-(4-Bromo-phenyl)-cyclopropyl]-acetic acid ethyl ester

HRID 1528838Notes

Reaction equation

HRID 1528838 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([CH2:11][C:12]([OH:14])=[O:13])[CH2:10][CH2:9]2)=[CH:4][CH:3]=1.S(=O)(=O)(O)O.[CH3:20][CH2:21]O>>[CH2:20]([O:13][C:12](=[O:14])[CH2:11][C:8]1([C:5]2[CH:4]=[CH:3][C:2]([Br:1])=[CH:7][CH:6]=2)[CH2:9][CH2:10]1)[CH3:21]

Participants

4

Reactant 3

HCID 702EthanolHCID 1118Sulfuric AcidHCID 665776222-[1-(4-Bromophenyl)cyclopropyl]acetic acid

Product 1

HCID 66577718[1-(4-Bromo-phenyl)-cyclopropyl]-acetic acid ethyl ester

Procedure

[1-(4-Bromo-phenyl)-cyclopropyl]-acetic acid (16.73 mmol) was treated with concentrated sulfuric acid (2 mL) in EtOH at 80° C. overnight. The mixture was concentrated and submitted to standard aqueous workup. The crude material was purified by preparative HPLC to afford the title compound.

Workup

  1. concentrationThe mixture was concentrated
  2. customThe crude material was purified by preparative HPLC

Sources & evidence

ORD record
ord-f2e4ee70cffc452aa5fd7ed0a3d6ffe0
Source dataset
uspto-grants-2015_07
Patent number
US09090573B2

Reaction notes

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