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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1032946Generated: October 26, 2026

Water → HCID 19026975, compound

https://huagongshe.com/reaction/1032946

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantChloromethyl Methyl EtherHCID 7864—
ReactantSodium hydrideHCID 24758—
Reactant3-(Dimethylamino)-4-hydroxybenzaldehydeHCID 19026982—
SolventDimethylformamideHCID 6228—
ProductHCID 19026975HCID 19026975—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a suspension of sodium hydride (60% in oil, 1.90 g, 47.5 mmol) in dry DMF (60 ml) was added dropwise a solution of the compound (3) (5.98 g, 36.2 mmol) obtained above in DMF (40 ml) under nitrogen atmosphere under ice-cooling. The mixture was stirred at 0° C. for 30 minutes, and thereto was added dropwise chloromethyl methyl ether (3.6 ml, 47.4 mmol). The reaction mixture was stirred at 0° C.-room temperature for 2 hours. The reaction mixture was poured into water, extracted with ethyl acetate, washed with saturated brine, dried over anhydrous magnesium sulfate and evaporated. The concentrate was purified by column chromatography on silica gel to give the title aldehyde compound (Compound A) as yellow liquid. Yield 7.17 g (95%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05308840
Source datasetuspto-grants-1994_05
ORD IDord-8080489a48d943ccbfd906e453e3c9bf
Source noteuspto-grants-1994_05