Water → HCID 18522630, compound

To a solution of the 2-[2-(3-chloropropionylthio)-ethyl]-1,3-dithiolane (127 g, 0.49 mole) obtained as described above and dissolved in acetone (200 g) in a glass-made 1-L reaction vessel, triethylamine (74 g, 0.73 mole) was added dropwise at 25° C. over 1 hour. After the contents were stirred and reacted at 25° C. for 6 hours, toluene (400 g) and water (400 g) were added to the reaction mixture, and a toluene layer with the reaction product extracted therein was allowed to separate and was taken out. The toluene solution was washed with a 5 wt. % aqueous solution of hydrochloric acid, and the resulting mixture was washed with water until the water layer became neutral. Toluene was then distilled off under reduced pressure to afford the target compound, 2-(2′-acryloylthioethyl)-1,3-dithiolane, (106 g) as a colorless viscous clear liquid. Yield: 80%, purity>99% [analyzed by liquid chromatography (percent by area method)]. 1H-NMR δ (CDCl3): 2.0-2.1 (m, 2H), 2.5-2.7 (m, 2H), 3.2-3.3 (m, 4H), 4.7-4.8 (t, 1H), 5.0-7.0 (m, 3H). FD-MS: 220(M).

1. additionwas added dropwise at 25° C. over 1 hour
2. customreacted at 25° C. for 6 hours
3. extractiona toluene layer with the reaction product extracted
4. customto separate
5. washThe toluene solution was washed with a 5 wt. % aqueous solution of hydrochloric acid
6. washthe resulting mixture was washed with water until the water layer
7. distillationToluene was then distilled off under reduced pressure

ORD record

ord-3fd7e5ab6c9c4192b86951c12f418377

Source dataset

uspto-grants-2003_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06570025B1