反应详情

Aluminum chloride (43 g) is added to a stirred solution of 4-phthalimidobutyryl chloride (36.2 g) in 1,1,2,2-tetrachloroethane (400 ml), previously saturated with acetylene. Acetylene is bubbled through the solution overnight, with stirring, and the reaction mixture is then decomposed by the addition of crushed ice (300 g). The organic layer is separated and the aqueous layer extracted with 1,1,2,2-tetrachloroethane (3 × 100 ml). The combined organic solution is dried over sodium sulphate and concentrated. The residual solid is recrystallized from hexane affording 1-chloro-6-phthalimidohex-1-en-3-one, m.p. 92°C.

1. customAcetylene is bubbled through the solution overnight
2. additionthe reaction mixture is then decomposed by the addition of crushed ice (300 g)
3. customThe organic layer is separated
4. extractionthe aqueous layer extracted with 1,1,2,2-tetrachloroethane (3 × 100 ml)
5. dry with materialThe combined organic solution is dried over sodium sulphate
6. concentrationconcentrated
7. customThe residual solid is recrystallized from hexane