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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 512206Generated: October 30, 2026

Diethyl Ether → 2-(3-Bromopropoxy)-2-(2-methylpyrimidin-5-yl)acetonitrile

https://huagongshe.com/reaction/512206

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantCarbon tetrabromideHCID 11205—
ReactantTriphenylphosphineHCID 11776—
Reactant2-(3-Hydroxypropoxy)-2-(2-methylpyrimidin-5-yl)acetonitrileHCID 86716235—
SolventDichloromethaneHCID 6344—
Product2-(3-Bromopropoxy)-2-(2-methylpyrimidin-5-yl)acetonitrileHCID 86716236—

Reaction Steps

A solution of 2-(3-hydroxypropoxy)-2-(2-methylpyrimidin-5-yl)acetonitrile (54 mg, 0.26 mmol) and CBr4 (259 mg, 0.782 mmol) in DCM (3 ml) was cooled at 0° C. Triphenylphosphine (205 mg, 0.782 mmol) in DCM (1 ml) was added dropwise over a period of 5 minutes. The reaction was stirred for 2 hours and then allowed to warm to room temperature. To the mixture was added Et2O (5 mL) and the cloudy solution was filtred through a plug of celite. The resulting solution was concentrated in vacuo and purified by flash chromatography to yield 2-(3-Bromopropoxy)-2-(2-methylpyrimidin-5-yl)acetonitrile.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09102591B2
Source datasetuspto-grants-2015_08
ORD IDord-90d143287a9847ae8b6caa84e5d782a4
Source noteuspto-grants-2015_08