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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2104371Generated: October 30, 2026

Dichloromethane → Methyl 1-(bromomethyl)cyclopropane-1-carboxylate

https://huagongshe.com/reaction/2104371

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantCarbon tetrabromideHCID 11205—
ReactantTriphenylphosphineHCID 11776—
ReactantSodium BicarbonateHCID 516892—
ProductMethyl 1-(bromomethyl)cyclopropane-1-carboxylateHCID 19767911—

Reaction Steps

To a solution of the compound obtained in Referential Example 162 (4.20 g) in methylene chloride (168 mL) were added triphenylphosphine (10 g) and carbon tetrabromide (16 g) at room temperature under nitrogen atmosphere, and after 2 minutes, saturated aqueous sodium hydrogencarbonate was added thereto. The organic layer was washed with saturated brine, and was dried over sodium sulfate anhydrate. The solvent was distilled away under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate hexane=1:19), to thereby give the title compound (2.15 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07576135B2
Source datasetuspto-grants-2009_08
ORD IDord-a082e70062a3430486e2231ad714c63a
Source noteuspto-grants-2009_08