Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 511819Generated: November 1, 2026

Water → HCID 58520617, compound

https://huagongshe.com/reaction/511819

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantCesium carbonateHCID 10796—
Reactant2-Methyl-5-hydroxypyridineHCID 14275—
ReactantBromomethylcyclopropaneHCID 81503—
SolventDimethylformamideHCID 6228—
ProductHCID 58520617HCID 5852061752%

Reaction Steps

To a solution of 6-methylpyridin-3-ol (5.0 g, 46 mmol) in DMF (45 mL) were added cesium carbonate (16.5 g, 53 mmol) and (bromomethyl)cyclopropane (7.1 g, 53 mmol) at room temperature. After being stirred at room temperature for 18 hours, the mixture was poured into H2O, and the aqueous phase was extracted with ethyl acetate (twice). The combined organic layers were dried over magnesium sulfate and concentrated in vacuo. The residue was purified by column chromatography on silica gel eluting with hexane/ethyl acetate (3:1 (v/v)) to give 3.9 g (52% yield) of the title compound as a yellow oil:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09101616B2
Source datasetuspto-grants-2015_08
ORD IDord-643c4c32de0c4749881b1d0b8f1a1bc6
Source noteuspto-grants-2015_08