Water → HCID 13089884, compound

Temperature

0 °C

(S)-N,N-Diethyl-2-mercaptopropionamide (171 g) dissolved in ethyl ether (500 cc) is added dropwise to a suspension of lithium aluminium hydride (42.6 g) in ethyl ether (1500 cc) in the course of 1 hour and 20 minutes. The reaction mixture is then maintained under reflux for 2 hours and 30 minutes and then cooled to a temperature in the vicinity of 0° C. Distilled water (49.8 cc) is then added so that the temperature of the mixture does not exceed 20° C., and 5N sodium hydroxide (36.6 cc) and distilled water (166 cc) are then added. The reaction mixture is filtered, the pH of the filtrate is adjusted to 8 by adding acetic acid (70 cc). The mixture obtained is filtered again, the filtrate is dried over sodium sulphate, filtered and then concentrated to dryness under reduced pressure (2.7 kPa) at a temperature in the vicinity of 30° C. A yellow oil is obtained, which is purified by distillation under reduced pressure (1.3 kPa). (S)-1-Diethylamino-2-propanethiol (100 g) in the form of a colourless oil [b.p.1.3 kPa=55°- 56° C.; [α]D20 =+39.6° (c=5.6, CH3OH)] is thereby obtained.

1. temperatureThe reaction mixture is then maintained
2. temperatureunder reflux for 2 hours and 30 minutes
3. customdoes not exceed 20° C.
4. distillation5N sodium hydroxide (36.6 cc) and distilled water (166 cc)
5. additionare then added
6. filtrationThe reaction mixture is filtered
7. additionby adding acetic acid (70 cc)
8. customThe mixture obtained
9. filtrationis filtered again
10. dry with materialthe filtrate is dried over sodium sulphate
11. filtrationfiltered
12. concentrationconcentrated to dryness under reduced pressure (2.7 kPa) at a temperature in the vicinity of 30° C
13. customA yellow oil is obtained
14. distillationwhich is purified by distillation under reduced pressure (1.3 kPa)

ORD record

ord-6edcab7994084d019f618c68febd0fd5

Source dataset

uspto-grants-1988_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04775753