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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1157614Generated: November 3, 2026

Acetaldehyde → HCID 57737178, compound

https://huagongshe.com/reaction/1157614

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetaldehydeHCID 177—
ReactantFormamideHCID 713—
Reactantp-Toluenesulfonic acidHCID 6101—
ReactantAcetonitrileHCID 6342—
ReactantDi-tert-butyl etherHCID 22541—
SolventTolueneHCID 1140—
ProductHCID 57737178HCID 57737178—

Reaction Conditions

Temperature-30 °C

Reaction Steps

A stirred mixture of dry acetonitrile (500 mL) and dry toluene (500 mL) was cooled to −30° C., followed by the addition of formamide (50.7 g, 1.1 mol), acetaldehyde (37 g, 0.85 mol) and TMS-CI (106.4 g, 0.98 mol) at −30° C. under nitrogen atmosphere. The reaction mixture was stirred at rt for 1 h and warmed to 55° C., then para-toluene sulphonic acid was added and stirred the reaction mixture at this temperature overnight. The reaction mixture was cooled to 0° C., followed by the addition of tert-butyl ether (300 mL) and stirred for 1 h. The white precipitate formed was filtered off and dried. The crude product (110 g) was taken onto the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07807673B2
Source datasetuspto-grants-2010_10
ORD IDord-3df567f45f204b5f9ebc5a33bcb619f6
Source noteuspto-grants-2010_10