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

HRID 597556

反応式

HRID 597556 の反応式
[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

参加物

7

反応物 4

HCID 240BenzaldehydeHCID 6228Dimethylformamide3 回HCID 8929Sodium CyanideHCID 770423-(Dimethylamino)-1-phenyl-1-propanone

生成物 1

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

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 962Water溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-1edd11de3330483aa6ca975150942e01
出典データセット
uspto-grants-1977_03
特許番号
US04014889

関連ノート

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