Benzaldehyde → 1,3-Diphenyl-2-methyl-1,3-propandione

HRID 597556

반응식

HRID 597556 반응식
[CH:1](=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CN(C)C=O.[C-]#N.[Na+].CN(C)[CH2:19][CH2:20][C:21](=[O:28])[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1>C(O)C.O>[C:1]([CH:20]([C:21](=[O:28])[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)[CH3:19])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

7

반응물 4

HCID 240BenzaldehydeHCID 6228Dimethylformamide3회HCID 8929Sodium CyanideHCID 770423-(Dimethylamino)-1-phenyl-1-propanone

생성물 1

HCID 3446371,3-Diphenyl-2-methyl-1,3-propandione

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매

실험 절차

A solution of 21.2 g (0.2 mol) of benzaldehyde and 100 ml of absolute dimethylformamide is added dropwise in the course of 1/2 hour to a mixture of 9.8 g (0.2 mol) of NaCN and 100 ml of absolute dimethylformamide in a manner analogous to Example 3. Stirring is continued for 21/2 hours at 35° C. A solution of 26.6 g (0.15 mol) of dimethyl-β-benzoyl-ethylamine and 100 ml of absolute dimethylformamide is then slowly added dropwise in the course of 2 hours. Stirring is continued for 2 hours at the same temperature and water is then added to the reaction mixture in three times its quantity. The reaction product precipitates immediately. After cooling in an ice bath, the precipitated product is suction filtered and thoroughly washed with water. 34.3 g of crude product are isolated. 21.6 g (60.5% of the theory) of dibenzoyl ethane are isolated by recrystallisation from ethanol; m.p. 143° C.

후처리

  1. custom2 hours
  2. customat 35° C
  3. stirringStirring
  4. additionis then added to the reaction mixture in three times its quantity
  5. customThe reaction product precipitates immediately
  6. temperatureAfter cooling in an ice bath
  7. filtrationthe precipitated product is suction filtered
  8. washthoroughly washed with water
  9. custom34.3 g of crude product are isolated

출처 및 근거

ORD 기록
ord-1edd11de3330483aa6ca975150942e01
출처 데이터셋
uspto-grants-1977_03
특허 번호
US04014889

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