Hydrochloric Acid → Methyl 4-bromo-alpha-hydroxybenzeneacetate

HRID 216414

Reaction equation

HRID 216414 reaction equation
Cl.[Br:2][C:3]1[CH:13]=[CH:12][C:6]([CH:7]([OH:11])[C:8]([OH:10])=[O:9])=[CH:5][CH:4]=1.[CH3:14]O>>[Br:2][C:3]1[CH:13]=[CH:12][C:6]([CH:7]([OH:11])[C:8]([O:10][CH3:14])=[O:9])=[CH:5][CH:4]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 97930p-Bromomandelic acid

Product 1

HCID 14571696Methyl 4-bromo-alpha-hydroxybenzeneacetate

Procedure

Hydrogen chloride (4 M in 1,4-dioxane) (3 mL, 18 mmol) was added to an ambient temperature solution of 4-bromomandelic acid (5 g, 21.6 mmol) in methanol (50 mL). After stirring at ambient temperature overnight, the reaction mixture was concentrated in vacuo to afford methyl (4-bromophenyl)(hydroxy)acetate which was used in the subsequent step without further purification.

Workup

  1. concentrationthe reaction mixture was concentrated in vacuo

Sources & evidence

ORD record
ord-533bddb034934f46ba8c10cbee45ebb7
Source dataset
uspto-grants-2012_06
Patent number
US08193228B2

Linked notes

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