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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2288160Generated: November 2, 2026

3-Bromo-2-hydroxy-6-methoxybenzoic acid → 1-Bromo-4-methoxy-2-(methoxymethoxy)benzene

https://huagongshe.com/reaction/2288160

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Bromo-2-hydroxy-6-methoxybenzoic acidHCID 13493838—
Reactant2-Bromo-5-methoxyphenolHCID 13493839—
SolventQuinolineHCID 7047—
Product1-Bromo-4-methoxy-2-(methoxymethoxy)benzeneHCID 14827037—

Reaction Steps

1-Bromo-2-hydroxy-4-methoxybenzene. 3-Bromo-2-hydroxy-6-methoxybenzoic acid [T. de Paulis et. al. J. Med. Chem., (1985), 28, 1263-1269] (5 g, 0.02 mol) was heated in quinoline (200 mL) at 160° C. for 1 h. On cooling, the product was partitioned between Et2O and 3 M HCl. The organic extract was washed with water and brine then dried (MgSO4), filtered and evaporated to give the title compound which was recrystallized from 5% ethyl acetate/hexane (4 g, 97%); m.p. 40-42° C. Anal, Calc. for C7H7BrO2 : C, 41.41; H, 3,48. Found C, 41.39; H, 3.37.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06087389
Source datasetuspto-grants-2000_07
ORD IDord-bf384df311084b2fa7a72045dc454052
Source noteuspto-grants-2000_07