Hydrochloric Acid → (2-Bromo-5-hydroxy-phenyl)-acetic acid methyl ester

HRID 885267Notes

Reaction equation

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

Participants

Reactant 3

HCID 313Hydrochloric Acid

HCID 887Methanol

HCID 572578212-(2-Bromo-5-hydroxyphenyl)acetic acid

Product 1

HCID 58237580(2-Bromo-5-hydroxy-phenyl)-acetic acid methyl ester

Conditions

Temperature: 70 °C

Procedure

To (2-bromo-5-hydroxy-phenyl)-acetic acid (1.5 g, 6.5 mmol) in MeOH (15 mL) was added HCl (4N in 1,4-dioxane; 3 mL), and the solution was heated to 70° C. for 8 hours. The mixture was concentrated to give the desired product as a white solid (1.2 g).

Workup

concentrationThe mixture was concentrated

Sources & evidence

ORD record: ord-ae8102e6250c4aa39cf8a1804d19e967
Source dataset: uspto-grants-2012_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08242145B2

Reaction notes

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