Ethyl formate → alpha-Formyl-4-benzylphenylacetonitrile

HRID 439777노트

반응식

HRID 439777 반응식
C[O-].[Na+].[CH:4](OCC)=[O:5].[CH2:9]([C:16]1[CH:21]=[CH:20][C:19]([CH2:22][C:23]#[N:24])=[CH:18][CH:17]=1)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1>C1(C)C=CC=CC=1>[CH:4]([CH:22]([C:19]1[CH:18]=[CH:17][C:16]([CH2:9][C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=2)=[CH:21][CH:20]=1)[C:23]#[N:24])=[O:5]

참가 물질

5

반응물 3

HCID 8025Ethyl formateHCID 5975314-BenzylphenylacetonitrileHCID 10942334Sodium Methoxide

생성물 1

HCID 15280468alpha-Formyl-4-benzylphenylacetonitrile수율 70.7%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

To a suspention of sodium methoxide (64.26 g) in toluene (2.5 l) was added dropwise at 0° C. a mixture of ethyl formate (88.14 g) and 4-benzylphenylacetonitrile (189.69 g) with stirring. After 30 minutes, ice bath was removed. After 20 hours, ice water (2.6 l) was added to the reaction mixture, and the aqueous layer was separated. The organic layer was washed with 0.5N sodium hydroxide aqueous solution (500 ml×5). The aqueous layer and the washings were combined, adjusted to acid with conc. hydrochloric acid, and stirred at 0° C. for 30 minutes. The precipitate was separated by filtration, washed, and dried to give the title compound (152.22 g).

후처리

  1. customice bath was removed
  2. waitAfter 20 hours
  3. additionice water (2.6 l) was added to the reaction mixture
  4. customthe aqueous layer was separated
  5. washThe organic layer was washed with 0.5N sodium hydroxide aqueous solution (500 ml×5)
  6. stirringstirred at 0° C. for 30 minutes
  7. customThe precipitate was separated by filtration
  8. washwashed
  9. customdried

출처 및 근거

ORD 기록
ord-30133cff454b485494fd48dacb97e0fe
출처 데이터셋
uspto-grants-1996_05
특허 번호
US05516777

반응 노트

불러오는 중…