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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1682250Generated: November 2, 2026

Dimethylformamide → 3-Allyl-4-butoxy-5-methoxybenzaldehyde

https://huagongshe.com/reaction/1682250

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantButyl bromideHCID 8002—
ReactantPotassium CarbonateHCID 11430—
Reactant3-Allyl-4-hydroxy-5-methoxy-benzaldehydeHCID 1533806—
SolventWaterHCID 962—
Product3-Allyl-4-butoxy-5-methoxybenzaldehydeHCID 1993704798.8%

Reaction Steps

A mixture of 3-allyl-4-hydroxy-5-methoxybenzaldehyde (10.25 g, 0.053 moles), dimethylformamide (150 ml), potassium carbonate (8.29 g, 0.06 moles) and 1-bromobutane (8.22 g, 0.06 moles) is kept at 40°-45° C. for 3 hours. The reaction mixture is dropped into iced water and the oil formed is extracted with dichloromethane. After washing with water, drying and evaporation of the solvent, a brown oil is obtained, which is passed through a bed of silica 60 to give a pale yellow oil of 3-allyl-4-butoxy-5-methoxybenzaldehyde (13 g, yield=91%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05175340
Source datasetuspto-grants-1992_12
ORD IDord-bae8f555ef264334a5d7dc5482bc2b86
Source noteuspto-grants-1992_12