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

HRID 2425371
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HRID 2425371 반응식
[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
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참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 24654Hydrazine hydrate (1:1)용매

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온도
100 °C

실험 절차

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%).

후처리

  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)

출처 및 근거

ORD 기록
ord-f2626dda8824429ab388fcfa5ad6b0e7
출처 데이터셋
uspto-grants-2011_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07964623B2

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