Triethylamine → 4-Butyloxazolidine-2-thione

Temperature

20 °C

To a stirred cold solution of DL-2-amino-1-hexanol (1.1 ml) in dry THF (10 ml) was added triethylamine (2.8 ml) followed by dropwise addition of thiophosgene (0.81 ml) in dry THF (9 ml). The mixture was then stirred for 18 h at 20° C., evaporated under reduced pressure and the residue partitioned between water and diethyl ether. The ether extract was dried with sodium sulphate filtered and evaporated. The residue was dissolved in the minimum of hot 1:1 dimethylether-hexane and crystallised on cooling to give 4-butyloxazolidine-2-thione, mp 71-2°.

1. customevaporated under reduced pressure
2. customthe residue partitioned between water and diethyl ether
3. extractionThe ether extract
4. dry with materialwas dried with sodium sulphate
5. filtrationfiltered
6. customevaporated
7. dissolutionThe residue was dissolved in the minimum of hot 1:1 dimethylether-hexane
8. customcrystallised
9. temperatureon cooling

ORD record

ord-60ed2f85b0a943909c5e06890a1ad12b

Source dataset

uspto-grants-1994_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05332752