Water → 2-[1-(4-Bromophenyl)cyclopropyl]acetic acid

HRID 1183327Notes

Reaction equation

HRID 1183327 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([CH2:11][C:12]#N)[CH2:10][CH2:9]2)=[CH:4][CH:3]=1.[OH-:14].[K+].[OH2:16]>CCO>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([CH2:11][C:12]([OH:16])=[O:14])[CH2:10][CH2:9]2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 962WaterHCID 14797Potassium HydroxideHCID 665793142-[1-(4-Bromophenyl)cyclopropyl]acetonitrile

Product 1

HCID 665776222-[1-(4-Bromophenyl)cyclopropyl]acetic acid

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

[1-(4-Bromo-phenyl)-cyclopropyl]-acetonitrile (7.56 g, 32.2 mmol) and KOH (7.56 g, 128.7 mmol) were dissolved in EtOH (54 mL) and H2O (6.75 mL) then the reaction was heated to 110° C. for 16 hours. The reaction was cooled then submitted to acidic aqueous workup to obtain the title compound which was used in the next step without further purification.

Workup

  1. temperatureThe reaction was cooled

Sources & evidence

ORD record
ord-1056de9365ce4512963cf1f38f2f1bc6
Source dataset
uspto-grants-2014_03
Patent number
US08664220B2

Reaction notes

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