Methanol → Methyl 2-(4-bromophenyl)acetate

HRID 718686Notes

Reaction equation

HRID 718686 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]([OH:11])=[O:10])=[CH:4][CH:3]=1.S(Cl)(Cl)(=O)=O.[CH3:17]O>>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:8][C:9]([O:11][CH3:17])=[O:10])=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 887MethanolHCID 24648Sulfuryl chlorideHCID 74654Benzeneacetic acid, 4-bromo-

Product 1

HCID 316783Methyl 2-(4-bromophenyl)acetate

Conditions

Temperature
80 °C

Procedure

To a stirred solution of 2-(4-bromophenyl)acetic acid (10 g, 0046 mol) in MeOH (100 mL) was added sulfuryl dichloride (8.3 g, 0.069 mol) dropwise. The reaction mixture was stirred overnight at 80° C., allowed to cool to rt and concentrated under reduced pressure to afford compound 68a as a colorless oil. Mass Spectrum (GCMS, ESI pos.): Calcd. for C9H9BrO2: 228.0 (M). found: 228.0.

Workup

  1. temperatureto cool to rt
  2. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-143de08290574abaa2eb514b82ed495c
Source dataset
uspto-grants-2015_11
Patent number
US09193736B2

Reaction notes

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