Morpholine → 4-(5-Chloro-3-nitropyridin-2-yl)morpholine

HRID 1431378ノート

反応式

HRID 1431378 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([N+:9]([O-:11])=[O:10])[C:5](F)=[N:6][CH:7]=1.[NH:12]1[CH2:17][CH2:16][O:15][CH2:14][CH2:13]1>C1COCC1.CCOC(C)=O>[Cl:1][C:2]1[CH:3]=[C:4]([N+:9]([O-:11])=[O:10])[C:5]([N:12]2[CH2:17][CH2:16][O:15][CH2:14][CH2:13]2)=[N:6][CH:7]=1

参加物

5

反応物 2

HCID 8083MorpholineHCID 122757685-Chloro-2-fluoro-3-nitropyridine

生成物 1

HCID 596312064-(5-Chloro-3-nitropyridin-2-yl)morpholine

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
0 °C

実験手順

To a stirred solution of 5-chloro-2-fluoro-3-nitropyridine (5 g, 28 mmol) in THF (40 mL) was added morpholine (4 mL, 42 mmol). The reaction was stirred at 0° C. for ten min, at rt for 1 h, and refluxed for four h. The reaction was then cooled to rt, taken up in EtOAc, and washed with satd aq. sodium bicarbonate and brine. The organic layer was dried (magnesium sulfate) and concentrated, affording 4-(5-chloro-3-nitropyridin-2-yl)morpholine as a yellow oil. Mass Spectrum (ESI) m/e=244.0 (M+1).

後処理

  1. temperaturerefluxed for four h
  2. temperatureThe reaction was then cooled to rt
  3. washwashed with satd aq. sodium bicarbonate and brine
  4. dry with materialThe organic layer was dried (magnesium sulfate)
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-947a7104fc6143e9a402bcbce6dcbf96
出典データセット
uspto-grants-2015_01
特許番号
US08940724B2

反応ノート

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