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Allyl chloride → alpha-Allyl-alpha-isopropyl-2-methylbenzyl cyanide

HRID 21815
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인쇄 미리보기

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HRID 21815 반응식
[OH-].[Na+].[CH:3]([CH:6]([C:14]#[N:15])[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[CH3:13])([CH3:5])[CH3:4].[CH2:16](Cl)[CH:17]=[CH2:18]>O.S([O-])(O)(=O)=O.C([N+](CCCC)(CCCC)CCCC)CCC>[CH2:18]([C:6]([C:14]#[N:15])([CH:3]([CH3:5])[CH3:4])[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[CH3:13])[CH:17]=[CH2:16]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 7850Allyl chlorideHCID 14798Sodium HydroxideHCID 142451303-Methyl-2-(2-methylphenyl)butanenitrile

생성물 1

HCID 19933531alpha-Allyl-alpha-isopropyl-2-methylbenzyl cyanide수율 93%

시약·촉매·용매 2

HCID 94433Tetrabutylammonium hydrogen sulfate촉매
HCID 962
Water
용매
2회

반응 조건

온도
40 °C

실험 절차

To a solution of 362 g of sodium hydroxide in 362 ml of demineralized water 216.6 g of α-isopropyl-2-methylbenzyl cyanide and 6.4 g of tetrabutylammonium hydrogen sulfate were added, and the mixture was heated to 40° C. with intensive stirring. During 3hours 287 g of allylchloride was added. During, the addition and for further two hours the temperature of the reaction mixture was maintained at 40° C. and thereafter at 60° C. for additional three hours. After cooling to room temperature, the reaction mixture was diluted with 550 ml of water and the product was extracted into toluene. After washing with water until neutral pH and drying with anhydrous magnesium sulfate, the solvent was evaporated and the residue was distilled under diminished pressure to obtain 249 g (93%) of the desired compound, b.p. 122°-124 ° C./333 Pa.

후처리

  1. additionDuring, the addition
  2. temperaturefor further two hours the temperature of the reaction mixture was maintained at 40° C.
  3. temperatureAfter cooling to room temperature
  4. extractionthe product was extracted into toluene
  5. washAfter washing with water until neutral pH
  6. dry with materialdrying with anhydrous magnesium sulfate
  7. customthe solvent was evaporated
  8. distillationthe residue was distilled under diminished pressure

출처 및 근거

ORD 기록
ord-4885e1af76354a0da3de3354ae290034
출처 데이터셋
uspto-grants-1995_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05424456

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