Methanol → 1-[(4-Bromophenyl)methyl]cyclopropanecarboxylic acid

HRID 1529036Notes

Reaction equation

HRID 1529036 reaction equation
[Br:1][C:2]1[CH:13]=[CH:12][C:5]([CH2:6][C:7]2([C:10]#N)[CH2:9][CH2:8]2)=[CH:4][CH:3]=1.[OH-:14].[Na+].C[OH:17]>>[Br:1][C:2]1[CH:13]=[CH:12][C:5]([CH2:6][C:7]2([C:10]([OH:17])=[O:14])[CH2:9][CH2:8]2)=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 887MethanolHCID 14798Sodium HydroxideHCID 66578489HCID 66578489, compound

Product 1

HCID 658114561-[(4-Bromophenyl)methyl]cyclopropanecarboxylic acid

Procedure

1-(4-Bromo-benzyl)-cyclopropanecarbonitrile (from the previous step) was dissolved in MeOH and NaOH (35% aq.) and the reaction was heated to reflux for 8 hours. After cooling the reaction was submitted to standard acid-base workup to afford the title compound.

Workup

  1. temperatureto reflux for 8 hours
  2. temperatureAfter cooling the reaction

Sources & evidence

ORD record
ord-d6fa3e0e3dc248e0966074ae4b52bb24
Source dataset
uspto-grants-2015_07
Patent number
US09090573B2

Reaction notes

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