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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 486940Generated: October 29, 2026

Ethyl Bromide → 1-(6-Methylbenzo[d][1,3]dioxol-5-yl)propan-1-ol

https://huagongshe.com/reaction/486940

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl BromideHCID 6332—
ReactantAmmonium ChlorideHCID 25517—
Reactant6-Methyl-2H-1,3-benzodioxole-5-carbaldehydeHCID 3146242—
ReactantMagnesiumHCID 5462224—
SolventTetrahydrofuranHCID 8028—
Product1-(6-Methylbenzo[d][1,3]dioxol-5-yl)propan-1-olHCID 1451489795.9%

Reaction Steps

A solution of 2.0 g of (6-methyl-1,3-benzodioxol-5-yl)-carboxaldehyde in 15 ml of anhydrous tetrahydrofuran was dropwise added at a room temperature to a Grignard reagent prepared from 0.32 g of magnesium ribbon, 20 ml of anhydrous tetrahydrofuran and 1.4 g of bromoethane, followed by stirring for 2 hours. A saturated aqueous solution of ammonium chloride was added to the reaction mixture and the obtained mixture was distilled to remove the solvent. The residue was extracted with ethyl acetate and the organic layer was dried over magnesium sulfate and concentrated in a vacuum. The residue was purified by silica gel column chromatography (ethyl acetate/hexane=2:8) to obtain 2.27 g of the title compound as a colorless crystal.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05292901
Source datasetuspto-grants-1994_03
ORD IDord-46bfef24f42d4d77b2c4cad0ace64205
Source noteuspto-grants-1994_03