(2-Benzoylethyl)trimethylammonium iodide → 1-Phenyl-2-propen-1-one

N-(2-benzoylethyl)-N,N,N-trimethylammonium iodide (5.0 g) was suspended in water (400 ml) and the mixture passed through the CMR (15 ml/min; 90°-95° C.; atmospheric pressure) and the hot product collected in a mixture of ice (250 g) and diethyl ether (100 ml), in a flask which was cooled in an ice bath. The ether phase was separated and the aqueous extracted with ether (3×150 ml). The pooled organic phase was dried over anhydrous sodium sulphate and evaporated to dryness, affording phenylvinyl ketone as a colourless oil (1.95 g; 94% yield) in high purity, according to the 1H NMR spectrum; cf ref.15, where a yield of 51% was obtained.

1. custompassed through the CMR (15 ml/min; 90°-95° C.; atmospheric pressure)
2. customthe hot product collected in a mixture of ice (250 g) and diethyl ether (100 ml), in a flask which
3. temperaturewas cooled in an ice bath
4. customThe ether phase was separated
5. extractionthe aqueous extracted with ether (3×150 ml)
6. dry with materialThe pooled organic phase was dried over anhydrous sodium sulphate
7. customevaporated to dryness

ORD record

ord-170a160dcaa94e9999a5b9335c422f06

Source dataset

uspto-grants-1995_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05387397