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

HRID 1637266
ノート
印刷プレビュー

反応式

HRID 1637266 の反応式
[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]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane
溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-35c101d5344642c7af2f242cd0899cbd
出典データセット
uspto-grants-2000_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06040331

反応ノート

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