Acetyl chloride → Methyl 2-(3-bromophenyl)acetate

HRID 1455726Notes

Reaction equation

HRID 1455726 reaction equation
[C:1](Cl)(=O)C.[Br:5][C:6]1[CH:7]=[C:8]([CH2:12][C:13]([OH:15])=[O:14])[CH:9]=[CH:10][CH:11]=1>CO>[CH3:1][O:14][C:13](=[O:15])[CH2:12][C:8]1[CH:9]=[CH:10][CH:11]=[C:6]([Br:5])[CH:7]=1

Participants

4

Reactant 2

HCID 6367Acetyl chlorideHCID 74653(3-Bromophenyl)acetic acid

Product 1

HCID 11746402Methyl 2-(3-bromophenyl)acetate

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Acetyl chloride (0.7 ml, 9.3 mmol) was slowly added to a solution of (3-bromo-phenyl)-acetic acid (20.0 g, 93 mmol) in methanol (500 ml) at 0° C. under nitrogen and the reaction was allowed to warm gradually to room temperature over 5 hours. The solvent was removed under reduced pressure and the residue dissolved in dichloromethane, dried (sodium sulphate) and concentrated under reduced pressure to give the title compound as a colourless oil, 20.6 g.

Workup

  1. customThe solvent was removed under reduced pressure
  2. dissolutionthe residue dissolved in dichloromethane
  3. dry with materialdried (sodium sulphate)
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-ad69421b2ba44ce9b5b2374dead81f65
Source dataset
uspto-grants-2009_01
Patent number
US07482487B2

Reaction notes

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