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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 902855Generated: October 29, 2026

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

https://huagongshe.com/reaction/902855

Reaction equation

Participants

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

Reaction Steps

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

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07365205B2
Source datasetuspto-grants-2008_04
ORD IDord-e10f3ff3e71d4ff49378cfb72769ff70
Source noteuspto-grants-2008_04