Allyl chloride → 3-Butenylbenzene

HRID 377135

반응식

HRID 377135 반응식
[Na].Cl[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[C:9]1([Na])[CH:14]=CC=[CH:11][CH:10]=1.C(Cl)C=C>C1(C)C=CC=CC=1.O>[C:3]1([CH2:11][CH2:10][CH:9]=[CH2:14])[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

참가 물질

7

반응물 4

HCID 7850Allyl chlorideHCID 7964ChlorobenzeneHCID 5360545SodiumHCID 178507079HCID 178507079, 화합물

생성물 1

HCID 130333-Butenylbenzene수율 72.2%

시약·촉매·용매 2

HCID 962Water용매HCID 1140Toluene용매3회

실험 절차

In 220 g of toluene, 20.3 g (0.883 mol) of sodium dispersion was reacted with 46.5 g (0.413 mol) of chlorobenzene, to prepare phenyl sodium. The resultant toluene slurry was stirred for 2.5 hours under heat reflux. The thus-obtained black slurry was cooled, and then a toluene (40 g) solution containing 31.6 g (0.413 mol) of allyl chloride was added to the cooled slurry, keeping the reaction temperature in the range of from -10° C. to 0° C., and then the reaction mixture was allowed to stand, for aging, for 30 minutes at room temperature. After the reaction was completed, the reaction mixture was subjected to hydrolysis with 350 ml of water in the range of 5 to 20° C., and then the resultant organic layer was washed with 300 ml of water twice, according to a usual manner. Toluene was removed therefrom by atomospheric distillation, and the residual orange oil was subjected to distillation under reduced pressure in the same manner as in Example 7. As a result, 39.4 g (0.298 mol, yield 72.2%) of 4-phenyl-1-butene was given (purity 98.3%), and 6.3 g of a residue remained.

후처리

  1. temperatureunder heat
  2. temperaturereflux
  3. temperatureThe thus-obtained black slurry was cooled
  4. additionwas added to the cooled slurry
  5. customof from -10° C. to 0° C.
  6. washthe resultant organic layer was washed with 300 ml of water twice
  7. customToluene was removed
  8. distillationby atomospheric distillation
  9. distillationthe residual orange oil was subjected to distillation under reduced pressure in the same manner as in Example 7

출처 및 근거

ORD 기록
ord-d9ab18159501461daa378d8761e23012
출처 데이터셋
uspto-grants-2000_02
특허 번호
US06024897

연결된 노트

불러오는 중…