Water → 2,3-dihydro-6-methoxy-2-(3-pyridylmethyl)-1H-isoindole-1-one

HRID 1609597ノート

反応式

HRID 1609597 の反応式
[H-].[Na+].C(O[CH2:7][C:8]1[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[CH:20][C:9]=1[C:10]([NH:12][CH2:13][C:14]1[CH:15]=[N:16][CH:17]=[CH:18][CH:19]=1)=[O:11])(=O)C.O.C1(C)C=CC=CC=1>CN(C)C=O>[CH3:25][O:24][C:21]1[CH:20]=[C:9]2[C:8]([CH2:7][N:12]([CH2:13][C:14]3[CH:15]=[N:16][CH:17]=[CH:18][CH:19]=3)[C:10]2=[O:11])=[CH:23][CH:22]=1

参加物

6

反応物 4

HCID 962WaterHCID 1140TolueneHCID 24758Sodium hydrideHCID 200820032-acetoxymethyl-5-methoxy-N-(3-pyridylmethyl)benzamide

生成物 1

HCID 200820092,3-dihydro-6-methoxy-2-(3-pyridylmethyl)-1H-isoindole-1-one収率 58.2%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
0 °C

実験手順

To a suspension of 136 mg of sodium hydride (about 60%) in 7 ml of dimethylformamide chilled at 0° C. was added 820 mg of 2-acetoxymethyl-5-methoxy-N-(3-pyridylmethyl) benzamide and the resultant mixture was stirred at room temperature for 2 hours. The reaction mixture was mixed with water and shaken with toluene. The organic layer was washed with water, dried over anhydrous magnesium sulfate and concentrated in vacuo. The resultant residue was chromatographed on a column of silica gel, eluting with ethyl acetate to give 386 mg of the titled compound.

後処理

  1. washThe organic layer was washed with water
  2. dry with materialdried over anhydrous magnesium sulfate
  3. concentrationconcentrated in vacuo
  4. customThe resultant residue was chromatographed on a column of silica gel
  5. washeluting with ethyl acetate

出典と根拠

ORDレコード
ord-ba36a531530d4f389bd800a5fdd62bce
出典データセット
uspto-grants-1995_03
特許番号
US05401756

反応ノート

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