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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1744067Generated: October 30, 2026

Methanol → 2-[(4-Bromobenzyl)oxy]4-methylpentanoic acid

https://huagongshe.com/reaction/1744067

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantTetrahydrofuranHCID 8028—
ReactantLithiumHCID 3028194—
ReactantMethyl 2-[(4-bromobenzyl)oxy]-4-methylpentanoateHCID 22235862—
SolventHydrochloric AcidHCID 313—
SolventWaterHCID 962—
Product2-[(4-Bromobenzyl)oxy]4-methylpentanoic acidHCID 22235791—

Reaction Steps

Methyl 2-[(4-bromobenzyl)oxy]-4-methylpentanoate in a mixture of water (3 mL), methanol (3 mL) and tetrahydrofuran (6 mL) was treated with lithium hydroxyde monohydrate (560 mg, 13.3 mmoles) until disappearance of the starting material was observed by TLC. The reaction was diluted with 1.2 N hydrochloric acid until pH 1. The aqueous phase was extracted 3 times with dichloromethane. The organic phase was concentrated under reduced pressure to afford 2-[(4-bromobenzyl)oxy]-4-methylpentanoic acid which was used as such in the next reaction.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07012075B2
Source datasetuspto-grants-2006_03
ORD IDord-70d0c30ad98e4f7eb93a3e68c70db2bf
Source noteuspto-grants-2006_03