반응 #347172

반응 방정식

2,3-dibromo-1-propene

phenylacetaldehyde

hydrochloric acid

→

2-bromo-5-phenyl-1-penten-4-ol

용매

toluene

반응 조건

후처리

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

실험 절차

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+).

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