Hydrochloric Acid → Methyl 2-(3-bromo-5-chlorophenyl)acetate

HRID 1810508Notes

Reaction equation

HRID 1810508 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH2:9][C:10]([OH:12])=[O:11])[CH:5]=[C:6]([Cl:8])[CH:7]=1.Cl.[CH3:14]O>>[CH3:14][O:11][C:10](=[O:12])[CH2:9][C:4]1[CH:5]=[C:6]([Cl:8])[CH:7]=[C:2]([Br:1])[CH:3]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 153652222-(3-Bromo-5-chlorophenyl)acetic acid

Product 1

HCID 58149292Methyl 2-(3-bromo-5-chlorophenyl)acetate

Conditions

Temperature
90 °C

Procedure

To a solution of (3-bromo-5-chloro-phenyl)-acetic acid (0.400 g, 1.60 mmol) in MeOH (15 mL) was added 4N aqueous HCl (2 mL), and the reaction was stirred at 90° C. for 2 hours. The mixture was concentrated and purified by silica gel chromatography (0-5% EtOAc in hexanes) to give the title compound.

Workup

  1. concentrationThe mixture was concentrated
  2. custompurified by silica gel chromatography (0-5% EtOAc in hexanes)

Sources & evidence

ORD record
ord-0bf4d9b5eefd46ae84c9a7c7c3eb29e4
Source dataset
uspto-grants-2013_01
Patent number
US08362044B2

Reaction notes

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