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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2202246Generated: November 3, 2026

2-((1R,2S)-2-((benzyloxy)methyl)cyclopropyl)acetic acid → 2-((1R,2S)-2-(hydroxymethyl)cyclopropyl)acetic acid

https://huagongshe.com/reaction/2202246

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-((1R,2S)-2-((benzyloxy)methyl)cyclopropyl)acetic acidHCID 118622699—
CatalystHCID 178418390HCID 178418390—
SolventMethanolHCID 887—
Product2-((1R,2S)-2-(hydroxymethyl)cyclopropyl)acetic acidHCID 118622769103.7%

Reaction Steps

A mixture of 2-((1R,2S)-2-((benzyloxy)methyl)cyclopropyl)acetic acid (884 mg, 4.01 mmol) in MeOH (20 mL) was stirred in the presence of 10% palladium-carbon (310 mg, 50%, wet) at room temperature for 3 hr under hydrogen atmosphere (1 atm). The catalyst was removed by filtration, and the filtrate was concentrated under reduced pressure. To the residue was added toluene (about 20 mL), and the mixture was concentrated to give 2-((1R,2S)-2-(hydroxymethyl)cyclopropyl)acetic acid (542 mg, 4.16 mmol, quant.) as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09365520B2
Source datasetuspto-grants-2016_06
ORD IDord-28401cd7618b4647ab7dc5ae90526c82
Source noteuspto-grants-2016_06