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

HRID 77683

반응식

HRID 77683 반응식
[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]

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-20fe1f4c5d734d25862d28e35154e424
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08841326B2

연결된 노트

불러오는 중…