Potassium Carbonate → 4-Acetamido-2-(6-phenoxy-2-pyridyl)piperidine

HRID 647510ノート

反応式

HRID 647510 の反応式
Cl[C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([O:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[N:3]=1.C(=O)([O-])[O-].[K+].[K+].[C:21]([NH:24][C:25]1[CH:30]=[CH:29][N:28]=[CH:27][CH:26]=1)(=[O:23])[CH3:22]>S1(CCCC1)(=O)=O.[Cu]>[C:21]([NH:24][CH:25]1[CH2:30][CH2:29][NH:28][CH:27]([C:2]2[CH:7]=[CH:6][CH:5]=[C:4]([O:8][C:9]3[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=3)[N:3]=2)[CH2:26]1)(=[O:23])[CH3:22]

参加物

6

反応物 3

HCID 11430Potassium CarbonateHCID 21288N-Pyridin-4-ylacetamideHCID 8176622-Chloro-6-phenoxypyridine

生成物 1

HCID 204851724-Acetamido-2-(6-phenoxy-2-pyridyl)piperidine収率 30%

試薬・触媒・溶媒 2

HCID 23978Copper触媒HCID 31347Sulfolane溶媒

反応条件

温度
150 °C

実験手順

A mixture of 0.116 moles of 2-chloro-6-phenoxypyridine, 21.5 g of anhydrous potassium carbonate, 0.151 moles of 4-acetamidopyridine and 0.118 mole of copper in powder form in 100 ml of sulfolane is heated to 150° C. with stirring for 40 hours. The sulfolane is distilled, the residue is taken up with water, the suspension is treated with water and it is extracted with methylene chloride. The organic phase is washed with water, dried and concentrated to dryness. By crystallisation of the residue in diisopropylic ether, 4-acetamido-2-(6-phenoxy-2-pyridyl)piperidine is obtained; m.p. 104° to 106° C.

後処理

  1. distillationThe sulfolane is distilled
  2. additionthe suspension is treated with water and it
  3. extractionis extracted with methylene chloride
  4. washThe organic phase is washed with water
  5. customdried
  6. concentrationconcentrated to dryness
  7. customBy crystallisation of the residue in diisopropylic ether

出典と根拠

ORDレコード
ord-5bf9257e65124006800c87f38633ee38
出典データセット
uspto-grants-1983_10
特許番号
US04409228

反応ノート

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