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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1279316Generated: November 2, 2026

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

https://huagongshe.com/reaction/1279316

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 3M 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 numberUS06448260B2
Source datasetuspto-grants-2002_09
ORD IDord-eff33cfb08854c9ba7106afbd73ad9fc
Source noteuspto-grants-2002_09