Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1030694Generated: November 1, 2026

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

https://huagongshe.com/reaction/1030694

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantChloromethyl Methyl EtherHCID 7864—
ReactantIsovanillinHCID 12127—
ReactantDiisopropylethylamineHCID 81531—
SolventDimethylformamideHCID 6228—
Product4-methoxy-3-(methoxymethoxy)benzaldehydeHCID 64015285%

Reaction Conditions

Temperature0 °C

Reaction Steps

In 100 ml of dimethylformamide was dissolved 10 g of isovaniline, and 14 ml of N,N-diisopropylethylamine was added to the solution and the mixture was stirred. The liquid mixture was cooled to 0° C. and 7.2 ml of chloromethyl methyl ether was added to the mixture, and 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, washed with water and dried. Removal of the solvent by distillation gave 11.0 g (yield=85%) of 4-methoxy-3-methoxymethoxybenzaldehyde in the form of a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05106871
Source datasetuspto-grants-1992_04
ORD IDord-53b157f9d8434a349a565b491ce76373
Source noteuspto-grants-1992_04