Acetone → Dibenzylidene acetone

HRID 77650

반응식

HRID 77650 반응식
[CH:1](=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:9][C:10]([CH3:12])=[O:11].[OH-].[Na+].O>C(O)C>[C:2]1([CH:1]=[CH:9][C:10](=[O:11])[CH:12]=[CH:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

6

반응물 4

HCID 180AcetoneHCID 240BenzaldehydeHCID 962WaterHCID 14798Sodium Hydroxide

생성물 1

HCID 95417Dibenzylidene acetone수율 82.2%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

Benzaldehyde (1b, 2.54 ml, 25.0 mmol) and acetone (19, 0.90 ml, 12.2 mmol) were combined in ethanol (20 ml) and stirred for 15 min at room temperature. A solution of sodium hydroxide (2.50 g, 62.5 mmol) and water (25 ml) was added and the solution stirred for 3 hr at room temperature. The resulting precipitate was filtered and recrystallized from ethanol to afford 2.35 g (82%) of yellow crystals: mp 110-112° C. [expected mp 112-114° C.]; 1H NMR: δ 7.07 (d, 2H, J=15.9 Hz), 7.40 (m, 8H), 7.61 (m, 2H), 7.73 (d, 2H, J=15.9 Hz); 13C NMR: δ 125.4, 128.3, 12.9, 130.4, 134.7, 143.2, 188.7.

후처리

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

출처 및 근거

ORD 기록
ord-a285b0cb32b14930afc6ec42c7e20e21
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08841326B2

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