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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 926382Generated: October 26, 2026

Dichloromethane → cyclopropyl-(R)-pyrrolidin-2-yl-methanol

https://huagongshe.com/reaction/926382

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantSodium BicarbonateHCID 516892—
ReactantN-(tert-Butoxycarbonyl)-D-prolinalHCID 7009153—
ReactantHCID 178478986HCID 178478986—
SolventTetrahydrofuranHCID 8028—
Productcyclopropyl-(R)-pyrrolidin-2-yl-methanolHCID 8972620614.2%

Reaction Steps

To a solution of (R)-2-formyl-pyrrolidine-1-carboxylic acid tert-butyl ester (200 mg, 1 mmol) in tetrahydrofuran at −78° C. was added a 1 M solution of cyclopropylmagnesium chloride (1.3 ml, 1.3 mmol). After stirring for 1 h at room temperature and addition of aqueous sodium hydrogencarbonate, extraction (3 times with dichloromethane), drying of the combined organic layers over sodium sulfate and evaporation of the solvents the crude product was heated with aqueous sodium hydroxide at 100° C. for 3 days to give 20 mg of crude cyclopropyl-(R)-pyrrolidin-2-yl-methanol which was used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09284333B2
Source datasetuspto-grants-2016_03
ORD IDord-b3a64f72b9c64a8f830c6fa0cd48e8b3
Source noteuspto-grants-2016_03