Acetone → 1,5-Bis(2-trifluoromethylphenyl)-1,4-pentadien-3-one

HRID 77658

반응식

HRID 77658 반응식
[F:1][C:2]([F:12])([F:11])[C:3]1[CH:10]=[CH:9][CH:8]=[CH:7][C:4]=1[CH:5]=O.[CH3:13][C:14]([CH3:16])=[O:15].[OH-].[Na+].O>C(O)C>[F:1][C:2]([F:12])([F:11])[C:3]1[CH:10]=[CH:9][CH:8]=[CH:7][C:4]=1[CH:5]=[CH:13][C:14](=[O:15])[CH:16]=[CH:5][C:4]1[CH:7]=[CH:8][CH:9]=[CH:10][C:3]=1[C:2]([F:1])([F:11])[F:12]

참가 물질

6

반응물 4

HCID 180AcetoneHCID 962WaterHCID 14798Sodium HydroxideHCID 123067o-(Trifluoromethyl)benzaldehyde

생성물 1

HCID 854340791,5-Bis(2-trifluoromethylphenyl)-1,4-pentadien-3-one수율 88.7%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

2-(Trifluoromethyl)-benzaldehyde (1w, 0.75 ml, 5.7 mmol) and acetone (19, 0.21 ml, 2.8 mmol) were combined in ethanol (20 ml) and stirred for 10 min at room temperature. A solution of sodium hydroxide (0.34 g, 8.5 mmol) and water (15 ml) was added and the mixture stirred for 18 hr at room temperature. The resulting precipitate was filtered and recrystallized from ethanol to afford 0.92 g (87%) of a yellow solid: mp 131-133° C. [expected mp 131° C.]; 1H NMR: δ 6.99 (d, 2H, J=15.9 Hz), 7.48 (t, 2H, J=7.6 Hz), 7.56 (t, 2H, J=7.0 Hz), 7.70 (d, 2H, J=7.7 Hz), 7.77 (d, 2H, J=7.6 Hz), 8.07 (d, 2H, J=15.7 Hz); 13C NMR: δ 123.9, 126.2, 127.9, 128.8, 129.4, 129.7, 132.1, 133.7, 139.1, 188.0.

후처리

  1. stirringthe mixture stirred for 18 hr at room temperature
  2. filtrationThe resulting precipitate was filtered
  3. customrecrystallized from ethanol

출처 및 근거

ORD 기록
ord-c9985af20dab4ee99bc1dd8b010eb9cc
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08841326B2

연결된 노트

불러오는 중…