Sodium hydride → HCID 67884120、化合物

HRID 1613600ノート

反応式

HRID 1613600 の反応式
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][N:3]=1.[H-].[Na+].[O:13]1[CH:20]2[CH:14]1[CH2:15][CH2:16][O:17][C:18]1[CH:24]=[CH:23][CH:22]=[CH:21][C:19]=12>CN1C(=O)N(C)CCC1>[N+:8]([C:5]1[CH:6]=[CH:7][C:2](=[O:1])[N:3]([C@@H:20]2[C:19]3[CH:21]=[CH:22][CH:23]=[CH:24][C:18]=3[O:17][CH2:16][CH2:15][C@H:14]2[OH:13])[CH:4]=1)([O-:10])=[O:9]

参加物

5

反応物 3

HCID 24758Sodium hydrideHCID 13149080HCID 13149080、化合物HCID 178526703HCID 178526703、化合物

生成物 1

HCID 67884120HCID 67884120、化合物

試薬・触媒・溶媒 1

HCID 816462(1H)-Pyrimidinone, tetrahydro-1,3-dimethyl-溶媒2 回

反応条件

温度
95 °C

実験手順

7.85 g (56 mmol) of 2-hydroxy-5-nitro-pyridine are added in portions to 1.61 g (56 mmol) of sodium hydride (80% dispersion in mineral oil) in 30 ml of DMPU (1,3-dimethyl-tetrahydro-2(1H)-pyrimidinone) under argon. After evolution of gas has ceased the mixture is stirred for 20 minutes. Then, at room temperature, a solution of 4,5-epoxy-2,3,4,5-tetrahydro-1-benzoxepin in 10 ml of DMPU is added dropwise. The mixture is subsequently heated at 95° C. for 6 hours. The mixture is poured into ice/water, stirring vigorously, and precipitated solid is filtered off with suction. The solid is chromatographed on silica gel (ethyl acetate/cyclohexane 2:1), and the pale yellow oil obtained in this way is crystallized in methyl tert.-butyl ether. Melting point 152°-155° C.

後処理

  1. stirringstirring vigorously
  2. customprecipitated solid
  3. filtrationis filtered off with suction
  4. customThe solid is chromatographed on silica gel (ethyl acetate/cyclohexane 2:1)
  5. customthe pale yellow oil obtained in this way
  6. customis crystallized in methyl tert.-butyl ether

出典と根拠

ORDレコード
ord-8ae5685c517d4a3d8488f10ef82c1a1a
出典データセット
uspto-grants-1993_03
特許番号
US05194442

反応ノート

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