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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1197090Generated: November 1, 2026

Vanillin → 3-Methoxy-4-(4-phenylbutoxy)benzaldehyde

https://huagongshe.com/reaction/1197090

Reaction equation

Participants

RoleNameHCIDCharge
ReactantVanillinHCID 1183—
ReactantMethyl Ethyl KetoneHCID 6569—
ReactantPotassium CarbonateHCID 11430—
Reactant1-Bromo-4-phenylbutaneHCID 259668—
SolventWaterHCID 962—
Product3-Methoxy-4-(4-phenylbutoxy)benzaldehydeHCID 1988270037.5%

Reaction Steps

A mixture of 860 mg of vaniline, 1.00 g of 4-bromobutylbenzene, 1.00 g of potassium carbonate and 8 ml of 2-butanone was heated under reflux for 3 hours. The reaction mixture was poured into water and the product was extracted with ether. The ethereal layer was washed with water, dried and concentrated. The obtained residue was applied to silica gel column chromatography and eluted with toluene to obtain 500 mg of 4-(4-phenylbutoxy)-3-methoxybenzaldehyde.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05116853
Source datasetuspto-grants-1992_05
ORD IDord-0495ad0fa0dd4453b65c6833318b664a
Source noteuspto-grants-1992_05