Acetone, oxime → HCID 58928285, 화합물

HRID 852090

반응식

HRID 852090 반응식
CC(=[N:4][OH:5])C.CC(C)([O-])C.[K+].Cl[C:13]1[C:18]([C:19]([C:21]2[CH:26]=[CH:25][CH:24]=[C:23]([O:27][CH3:28])[CH:22]=2)=O)=[CH:17][CH:16]=[CH:15][N:14]=1>CN(C)C=O>[CH3:28][O:27][C:23]1[CH:22]=[C:21]([C:19]2[C:18]3[C:13](=[N:14][CH:15]=[CH:16][CH:17]=3)[O:5][N:4]=2)[CH:26]=[CH:25][CH:24]=1

참가 물질

5

반응물 3

HCID 67180Acetone, oximeHCID 10243711(2-Chloro-pyridin-3-yl)-(3-methoxy-phenyl)-methanoneHCID 23665647Potassium tert-butoxide

생성물 1

HCID 58928285HCID 58928285, 화합물수율 68%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

실험 절차

Combine acetone oxime (3.1 g, 42.4 mmol) in dimethylformamide (15 mL) and add potassium t-butoxide (4.76 g, 42.4 mmol) and stir for 1 hour. Add (2-chloro-pyridin-3-yl)-(3-methoxy-phenyl)-methanone (8.40 g, 34 mmol) dissolved in dimethylformamide (10 mL) and stir at room temperature, overnight. Separate the product between water and ether and evaporate. Purify by column (silica) chromatography (10% ethyl acetate/dichloromethane) and then reflux in a mixture of 1:1 ethanol:5% aqueous hydrochloric acid. Work-up with 5% aqueous sodium hydroxide and ether and purify by flash chromatography (5% ethyl acetate in dichloromethane) to give the title compound (5.21 g, 68% Yield).

후처리

  1. stirringstir at room temperature, overnight
  2. customSeparate the product between water and ether
  3. customevaporate
  4. customPurify by column (silica) chromatography (10% ethyl acetate/dichloromethane)
  5. temperaturereflux in a mixture of 1:1 ethanol
  6. custompurify by flash chromatography (5% ethyl acetate in dichloromethane)

출처 및 근거

ORD 기록
ord-56ca29a7da0b451cac9253a580723fd2
출처 데이터셋
uspto-grants-2007_08
특허 번호
US07253165B2

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