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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 344632Generated: October 30, 2026

Dimethylformamide → 4-Butoxy-3-methoxy-5-(prop-2-en-1-yl)benzaldehyde

https://huagongshe.com/reaction/344632

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantButyl bromideHCID 8002—
ReactantPotassium CarbonateHCID 11430—
Reactant3-Allyl-4-hydroxy-5-methoxy-benzaldehydeHCID 1533806—
SolventWaterHCID 962—
Product4-Butoxy-3-methoxy-5-(prop-2-en-1-yl)benzaldehydeHCID 1993704798.8%

Reaction Steps

A mixture 3-allyl-4-hydroxy-5-methoxybenzaldehyde (10.25 g, 0.053 mole), of dimethylformamide (150 ml), of potassium carbonate (8.29 g, 0.06 mole) and of 1-bromobutane (8.22 g, 0.06 mole) was maintained at 40°-45° C. for 3 hours. The reaction mixture was dropped into iced water and the oil formed was extracted with dichloromethane. After washing with water, drying and evaporating off the solvent, a brown oil was obtained, which was 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 numberUS05053290
Source datasetuspto-grants-1991_10
ORD IDord-c11fa96cb6b44ad1b71ac53162d8d152
Source noteuspto-grants-1991_10