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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1774006Generated: October 27, 2026

ethyl (1S,2S)-2-phenylcyclopropane-1-carboxylate → 2-Phenyl-1-cyclopropanecarboxylic acid, (1S-trans)-

https://huagongshe.com/reaction/1774006

Reaction equation

Participants

RoleNameHCIDCharge
Reactantethyl (1S,2S)-2-phenylcyclopropane-1-carboxylateHCID 816742—
SolventEthanolHCID 702—
SolventTetrahydrofuranHCID 8028—
SolventSodium HydroxideHCID 14798—
Product2-Phenyl-1-cyclopropanecarboxylic acid, (1S-trans)-HCID 778517—

Reaction Steps

To a solution of (1S,2S)-2-phenyl-cyclopropanecarboxylic acid ethyl ester (42 mg, 0.22 mmol, 1.0 eq.) in THF (0.68 mL) and EtOH (0.18 mL), 1M aq. NaOH (0.32 ml) was added. The solution was stirred at r.t. for 18 hours. The organic solvents were removed in vacuo. The residue was diluted with water and washed with AcOEt. The aq. phase was acidified with 2N aq. HCl soln. The mixture was extracted with DCM (3×). The comb. org. phases were dried over MgSO4, filtered and concentrated in vacuo to give the title compound as a colorless oil. The product was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09255090B2
Source datasetuspto-grants-2016_02
ORD IDord-03ac03c75fd7456aa437cfdbb5aef52b
Source noteuspto-grants-2016_02