Benzaldehyde → 1-(2,6-Dimethoxyphenyl)-3-phenylprop-2-en-1-one

HRID 990900

반응식

HRID 990900 반응식
[CH:1](=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:9][C:10]([C:12]1[C:17]([O:18][CH3:19])=[CH:16][CH:15]=[CH:14][C:13]=1[O:20][CH3:21])=[O:11].[OH-].[Na+]>CO.O>[CH3:21][O:20][C:13]1[CH:14]=[CH:15][CH:16]=[C:17]([O:18][CH3:19])[C:12]=1[C:10](=[O:11])[CH:9]=[CH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

6

반응물 3

HCID 240BenzaldehydeHCID 14798Sodium HydroxideHCID 162671-(2,6-Dimethoxyphenyl)ethanone

생성물 1

HCID 2274471-(2,6-Dimethoxyphenyl)-3-phenylprop-2-en-1-one

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

실험 절차

(38) To a solution of benzaldehyde (295 mg, 2.77 mmol) and 2,6-dimethoxyacetophenone (500 mg, 2.77 mmol) in 4.1 ml of methanol was added 0.1 ml of 40% sodium hydroxide in water at 10° C. After stirring for 3 hour at room temperature, a solid appeared and was filtered. The precipitate was recrystallized from methanol to afford 371 mg (49.9%) of white flakes: mp 125.5-126.6° C. (lit. mp 123-124° C., Kuck and Grutzmacher, Org. Mass. Spect., 1978, 13, 90-102). 1H NMR (250 MHz) δ 7.55-7.51 (m, 2H), 7.39-7.30 (m, 5H), 7.00-6.94 (d, 1H), 6.64-6.61 (d, 2H), 3.79 (s, 6H); 13C NMR (62.7 MHz) 231.8, 176.1, 163.9, 153.4, 149.4, 149.0, 147.4, 147.3, 147.0, 122.6, 74.5 ppm.

후처리

  1. filtrationwas filtered
  2. customThe precipitate was recrystallized from methanol
  3. customto afford 371 mg (49.9%) of white flakes

출처 및 근거

ORD 기록
ord-779d43c9b2514ece9a0798feab20cf77
출처 데이터셋
uspto-grants-2002_10
특허 번호
US06462075B1

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