1,3-Dithiane → 2-propyl-1,3-dithiane

n-Butyl lithium (2.5M, 56.32 ml, 141 mmol) was added dropwise to a 500 ml tetrahydrofuran solution of 1,3-dithiane (15.42 g, 128 mmol) at -20°. After stirring for 2.5 hours at -20°, the solution was cooled to -78° and 1-iodopropane (12.5 ml, 128 mmol) was added to it in one portion. The reaction mixture was left for gradual warming (-78° to 0° C.) and overnight stirring (19 hours). Tetrahydrofuran was removed on the rotary evaporator, residue taken in ether (250 ml) and washed with water (200 ml). The aqueous layer was reextracted with ether (250 ml). Combined ethereal extracts were washed sequentially once with water, once with saturated sodium chloride, dried over anhydrous sodium sulfate and concentrated to give a yellow oil which on distillation under vacuum yielded 19.310 g of the title A compound.

1. temperaturethe solution was cooled to -78°
2. waitThe reaction mixture was left
3. temperaturefor gradual warming (-78° to 0° C.) and overnight
4. stirringstirring (19 hours)
5. customTetrahydrofuran was removed on the rotary evaporator, residue
6. washwashed with water (200 ml)
7. washwere washed sequentially once with water, once with saturated sodium chloride
8. dry with materialdried over anhydrous sodium sulfate
9. concentrationconcentrated
10. customto give a yellow oil which
11. distillationon distillation under vacuum
12. customyielded 19.310 g of the title A compound

ORD record

ord-2e027aca28334c97b56062d80f5bfcc4

Source dataset

uspto-grants-1989_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04820691