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Water → 5-(N-acetylamino)-2-phenyl-1,3,4,5-tetrahydrobenz[cd]indole

HRID 1637266
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HRID 1637266 반응식
[NH2:1][CH:2]1[C:12]2[C:13]3[C:5](=[C:6]([C:14]4[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=4)[NH:7][C:8]=3[CH:9]=[CH:10][CH:11]=2)[CH2:4][CH2:3]1.N1C=CC=CC=1.[C:26](OC(=O)C)(=[O:28])[CH3:27].O>C(Cl)Cl>[C:26]([NH:1][CH:2]1[C:12]2[C:13]3[C:5](=[C:6]([C:14]4[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=4)[NH:7][C:8]=3[CH:9]=[CH:10][CH:11]=2)[CH2:4][CH2:3]1)(=[O:28])[CH3:27]
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참가 물질

6

반응물 4

HCID 962WaterHCID 1049PyridineHCID 7918Acetic AnhydrideHCID 101988185-Amino-2-phenyl-1,3,4,5-tetrahydrobenz[cd]indole

생성물 1

HCID 193481405-(N-acetylamino)-2-phenyl-1,3,4,5-tetrahydrobenz[cd]indole수율 61.1%

시약·촉매·용매 1

HCID 6344Dichloromethane
용매

실험 절차

A portion (70 mg) of the compound obtained in Example 81 was dissolved in anhydrous methylene chloride (10 ml) and to the solution were added pyridine (22 mg) and acetic anhydride (29 mg). The mixture was stirred for 20 minutes at room temperature. To the reaction mixture was added water, followed by extraction with methylene chloride. The organic layer was washed with water and saturated aqueous solution of sodium chloride and dried over anhydrous sodium sulfate. Then, the solvent was distilled off under reduced pressure and the residue was purified by silica gel column chromatography (ethyl acetate/hexane=1:2-1:1-2:1) to yield 50 mg (61%) of the titled compound as a pale brown powder.

후처리

  1. extractionfollowed by extraction with methylene chloride
  2. washThe organic layer was washed with water and saturated aqueous solution of sodium chloride
  3. dry with materialdried over anhydrous sodium sulfate
  4. distillationThen, the solvent was distilled off under reduced pressure
  5. customthe residue was purified by silica gel column chromatography (ethyl acetate/hexane=1:2-1:1-2:1)

출처 및 근거

ORD 기록
ord-35c101d5344642c7af2f242cd0899cbd
출처 데이터셋
uspto-grants-2000_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06040331

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