Реакция #707397

Уравнение реакции

1-iodopropane

n-Butyl lithium

1,3-dithiane

→

2-Propyl-1,3-dithiane

Растворители

tetrahydrofuran

Условия реакции

Обработка

1. 1
   Температураthe solution was cooled to -78°
2. 2
   workup.WAITThe reaction mixture was left
3. 3
   Температураfor gradual warming (-78° to 0° C.) and overnight
4. 4
   workup.STIRRINGstirring (19 hours)
5. 5
   ДругоеTetrahydrofuran was removed on the rotary evaporator, residue
6. 6
   Промывкаwashed with water (200 ml)
7. 7
   Промывкаwere washed sequentially once with water, once with saturated sodium chloride
8. 8
   Сушкаdried over anhydrous sodium sulfate
9. 9
   Концентрированиеconcentrated
10. 10
    Другоеto give a yellow oil which
11. 11
    workup.DISTILLATIONon distillation under vacuum
12. 12
    Другоеyielded 19.310 g of the title A compound

Методика

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.

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