Dimethylformamide → HCID 19106897、化合物
反応式
[CH3:1][C:2]([CH3:5])([O-:4])[CH3:3].[K+].[N:7]1[CH:12]=[CH:11][CH:10]=[C:9]([CH:13]2[CH2:18][CH2:17][CH2:16][CH2:15][C:14]2=[O:19])[CH:8]=1.[N+:20]([C:29]([O:31][C:32]([CH3:35])([CH3:34])[CH3:33])=[O:30])(C(OC(C)(C)C)=O)=[N-:21].[Cl-].[NH4+].CN(C)[CH:40]=[O:41]>>[C:2]([O:4][C:40]([N:21]([C:13]1([C:9]2[CH:8]=[N:7][CH:12]=[CH:11][CH:10]=2)[CH2:18][CH2:17][CH2:16][CH2:15][C:14]1=[O:19])[NH:20][C:29]([O:31][C:32]([CH3:33])([CH3:34])[CH3:35])=[O:30])=[O:41])([CH3:5])([CH3:3])[CH3:1]参加物
反応条件
- 温度
- 20 °C
実験手順
Potassium t-butoxide (3.7 g, 33 mmol) was added, in one portion, to a stirred solution of 2-(pyrid-3-yl)cyclohexanone (5.3 g, 30 mmol) in dimethylformamide (60 ml) at 0° C. After 60 minutes the dark red solution was treated with di-t-butyl diazodicarboxylate (7.6 g, 33 mmol) over 5 minutes. The mixture was then allowed to warm to 20° C. over 1 hour, poured into saturated ammonium chloride solution (50 ml) and extracted with ethyl acetate (2×25 ml). The combined organic extracts were successively washed with water (20 ml) and saturated brine (20 ml) and dried over sodium sulphate. Concentration in vacuo gave the crude product which was recrystallised from petroleum ether (60°-80° C.; 150 ml) to give 2-(N,N'-di-t-butoxycarbonylhydrazino)-2-(pyrid-3-yl)cyclohexanone (7.1 g, 17.5 mmol), m.p. 123°-125° C.;
後処理
- extractionextracted with ethyl acetate (2×25 ml)
- washThe combined organic extracts were successively washed with water (20 ml) and saturated brine (20 ml)
- dry with materialdried over sodium sulphate
- concentrationConcentration in vacuo
- customgave the crude product which
- customwas recrystallised from petroleum ether (60°-80° C.; 150 ml)
出典と根拠
- ORDレコード
- ord-78a762870ee1455c8af616941c81c009
- 出典データセット
- uspto-grants-1994_01
- 特許番号
- US05276046
反応ノート
読み込み中…