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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2254208Generated: November 2, 2026

Water → 3-Methoxy-4-(methoxymethoxy)benzaldehyde

https://huagongshe.com/reaction/2254208

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantVanillinHCID 1183—
ReactantChloromethyl Methyl EtherHCID 7864—
ReactantDiisopropylethylamineHCID 81531—
SolventDimethylformamideHCID 6228—
Product3-Methoxy-4-(methoxymethoxy)benzaldehydeHCID 7966183%

Reaction Conditions

Temperature0 °C

Reaction Steps

In 320 ml of dimethylformamide was dissolved 3.2 g of vaniline, and 44.8 g of N,N-diisopropylethylamine was added to the solution and the mixture was stirred. The liquid mixture was cooled to 0° C. and 18.1 ml of chloromethyl methyl ether was added to the liquid mixture. The temperature was elevated to room temperature and the mixture was stirred for 5 hours. After the reaction, a large quantity of water was added to the reaction mixture, and the mixture was extracted with diethyl ether and the solvent was removed from the extract by distillation. The obtained residue was allowed to stand under ice cooling, and the obtained solid was washed with petroleum ether and recovered by filtration to obtain 34.0 g (yield=83%) of intended 3-methoxy-4methoxymethoxybenzaldehyde.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05234951
Source datasetuspto-grants-1993_08
ORD IDord-68c8bcc04fa64cc09c60bb4a3dddc00f
Source noteuspto-grants-1993_08