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Water → N-Benzyl-6,6-dimethyl-1H-pyrano[2,3-f]indole-2-one

HRID 2425371
ノート
印刷プレビュー

反応式

HRID 2425371 の反応式
[CH2:1]([N:8]1[C:16]2[C:11](=[CH:12][C:13]3[O:20][C:19]([CH3:22])([CH3:21])[CH:18]=[CH:17][C:14]=3[CH:15]=2)[C:10](=O)[C:9]1=[O:24])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O>CN(C=O)C.O.NN>[CH2:1]([N:8]1[C:16]2[C:11](=[CH:12][C:13]3[O:20][C:19]([CH3:21])([CH3:22])[CH:18]=[CH:17][C:14]=3[CH:15]=2)[CH2:10][C:9]1=[O:24])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

HCID 962WaterHCID 59134332N-Benzyl-6,6-dimethyl-1H-pyrano[2,3-f]indole-2,3-dione

生成物 1

HCID 59134303N-Benzyl-6,6-dimethyl-1H-pyrano[2,3-f]indole-2-one収率 65%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 24654Hydrazine hydrate (1:1)溶媒

反応条件

温度
100 °C

実験手順

To a solution of N-benzyl-6,6-dimethyl-1H-pyrano[2,3-f]indole-2,3-dione (500 mg, 1.57 mmol) in DMF (5 mL), hydrazine monohydrate (2.5 mL) was added, and the resulting mixture was stirred at 100° C. for 1.5 hour. Water was added thereto, and the resulting solution was extracted with ethyl acetate. The resulting organic phase was washed with saturated ammonium chloride aqueous solution and then with saturated sodium chloride solution, dried over anhydrous sodium sulfate, concentrated and purified by silica gel column (hexane/ethyl acetate=3/1) to obtain the aimed product (yield: 65%).

後処理

  1. extractionthe resulting solution was extracted with ethyl acetate
  2. washThe resulting organic phase was washed with saturated ammonium chloride aqueous solution
  3. dry with materialwith saturated sodium chloride solution, dried over anhydrous sodium sulfate
  4. concentrationconcentrated
  5. custompurified by silica gel column (hexane/ethyl acetate=3/1)

出典と根拠

ORDレコード
ord-f2626dda8824429ab388fcfa5ad6b0e7
出典データセット
uspto-grants-2011_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07964623B2

反応ノート

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