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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1195301Generated: October 30, 2026

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

https://huagongshe.com/reaction/1195301

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 numberUS05110956
Source datasetuspto-grants-1992_05
ORD IDord-e8a52c30347f49f09073d1c9833b85af
Source noteuspto-grants-1992_05