反应 #343921

ord-dfd3b0eb2c2d4d5ba171fdafaffbc72f

反应方程式

C=C(Br)CBr
2,3-dibromo-1-propene
O=CCc1ccccc1
phenylacetaldehyde
Cl
hydrochloric acid
C=C(Br)CC(O)Cc1ccccc1
2-bromo-5-phenyl-1-penten-4-ol

溶剂

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    其他to react at the same temperature for 3 hours
  2. 2
    过滤were filtered off
  3. 3
    其他the resultant filtrate was separated
  4. 4
    洗涤The organic phase was washed with a 7% sodium carbonate aqueous solution
  5. 5
    workup.DISTILLATIONthe toluene was distilled off under reduced pressure
  6. 6
    其他The resultant oily substance was purified by silica gel column chromatography

实验过程

49.93 Grams of 2,3-dibromo-1-propene were added dropwise to a mixture of 20.00 g of phenylacetaldehyde, 40 g of toluene, 60 g of 0.01% hydrochloric acid and 16.33 g of zinc powder at 30° C., and the mixture was allowed to react at the same temperature for 3 hours. After the reaction was completed zinc-derived insolubles were filtered off, and the resultant filtrate was separated. The organic phase was washed with a 7% sodium carbonate aqueous solution, and the toluene was distilled off under reduced pressure. The resultant oily substance was purified by silica gel column chromatography to give 24.01 g of 2-bromo-5-phenyl-1-penten-4-ol; nD25 =1.536, FI-MS m/e 240(M+), 242(M+2+).

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US05258529uspto-grants-1993_11