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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1166613Generated: October 24, 2026

Dichloromethane → 4-Methylphenyl-2-propenal

https://huagongshe.com/en/reaction/1166613

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantAmmonium ChlorideHCID 25517—
ReactantLilac acetaldehydeHCID 61006—
ReactantDimethyl(methylene)ammounium iodideHCID 2724133—
SolventTriethylamineHCID 8471—
Product4-Methylphenyl-2-propenalHCID 18000904—

Reaction Steps

2.57 g of aldehyde 37 is introduced into 300 ml of methylene chloride under nitrogen, and 6.5 ml of triethylamine and 7.1 g of Eschenmoser's salt are added at 0° C. After 2.5 hours at 0° C., saturated ammonium chloride solution is added, extracted with methylene chloride, washed with sodium chloride solution, dried on sodium sulfate and concentrated by evaporation. The residue is chromatographed on silica gel with ethyl acetate/hexane, whereby 1.94 g of title compound 38 accumulates as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06613920B1
Source datasetuspto-grants-2003_09
ORD IDord-b47179eb4ef544ca8eb7c49bcd0b5393
Source noteuspto-grants-2003_09