Benzaldehyde → 1-(4-Cyanophenyl)-3-phenyl-2-propen-1-one

HRID 77683

反応式

HRID 77683 の反応式
[C:1]([C:4]1[CH:11]=[CH:10][C:7]([C:8]#[N:9])=[CH:6][CH:5]=1)(=[O:3])[CH3:2].[OH-].[Na+].O.[CH:15](=O)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>C(O)C>[C:8]([C:7]1[CH:10]=[CH:11][C:4]([C:1](=[O:3])[CH:2]=[CH:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[CH:5][CH:6]=1)#[N:9]

参加物

6

反応物 4

HCID 240BenzaldehydeHCID 962WaterHCID 14798Sodium HydroxideHCID 740444'-Cyanoacetophenone

生成物 1

HCID 542282551-(4-Cyanophenyl)-3-phenyl-2-propen-1-one収率 91%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

4-Acetylbenzonitrile (44al, 1.00 g, 6.9 mmol), sodium hydroxide (0.40 g, 10.0 mmol) and water (20 ml) were combined in ethanol (20 ml) and stirred for 15 min at room temperature. Benzaldehyde (1b, 0.70 ml, 6.9 mmol) was added and the mixture stirred for 2 hr at room temperature. The resulting mixture was filtered and recrystallized from ethanol to give 1.46 g (91%) of a yellow solid: mp 120° C. [expected mp 119-120° C.]; 1H NMR: δ 7.34 (m, 3H), 7.62 (m, 2H), 7.80 (m, 4H), 8.06 (d, 2H, J=8.1 Hz); 13C NMR: δ 115.9, 117.9, 121.1, 128.6, 128.8, 129.0, 131.0, 132.4, 134.3, 141.4, 146.4, 188.9.

後処理

  1. stirringthe mixture stirred for 2 hr at room temperature
  2. filtrationThe resulting mixture was filtered
  3. customrecrystallized from ethanol

出典と根拠

ORDレコード
ord-20fe1f4c5d734d25862d28e35154e424
出典データセット
uspto-grants-2014_09
特許番号
US08841326B2

関連ノート

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