1-Bromopropane → N-benzyl-(3-isopropoxy-6,7,8,9-tetrahydro-5H-benzocyclohepten-6-yl)amine

HRID 1351830ノート

反応式

HRID 1351830 の反応式
[H-].[Na+].[CH2:3]([NH:10][CH:11]1[CH2:17][C:16]2[CH:18]=[C:19]([OH:22])[CH:20]=[CH:21][C:15]=2[CH2:14][CH2:13][CH2:12]1)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[CH3:23][CH2:24][CH2:25]Br.C(=O)([O-])O.[Na+]>CN(C)C=O>[CH2:3]([NH:10][CH:11]1[CH2:12][CH2:13][CH2:14][C:15]2[CH:21]=[CH:20][C:19]([O:22][CH:24]([CH3:25])[CH3:23])=[CH:18][C:16]=2[CH2:17]1)[C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1

参加物

6

反応物 4

HCID 78401-BromopropaneHCID 24758Sodium hydrideHCID 516892Sodium BicarbonateHCID 18007284HCID 18007284、化合物

生成物 1

HCID 18007411N-benzyl-(3-isopropoxy-6,7,8,9-tetrahydro-5H-benzocyclohepten-6-yl)amine

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

実験手順

Under nitrogen, to a suspension of sodium hydride (60% in oil, 47 mg) in N,N-dimethylformamide (3 ml) was dropwise added 8-benzylamino-6,7,8,9-tetrahydro-5H-benzocyclohepten-2-ol (300 mg) in N,N-dimethylformamide (2 ml) at 5° C., and the mixture was stirred at the same temperature for 30 minutes. To this one was added n-propyl bromide (0.10 ml), and the mixture was stirred at the same temperature for 3 hours. The resulting mixture was poured into saturated aqueous sodium hydrogencarbonate, and extracted with ethyl acetate. The organic layer was washed with brine, dried over anhydrous magnesium sulfate, and evaporated in vacuo. The residue was purified by column chromatography on silica gel (hexane:ethyl acetate=50:1 to 30:1) to give N-benzyl-(3-isopropoxy-6,7,8,9-tetrahydro-5H-benzocyclohepten-6-yl)amine (278 mg).

後処理

  1. customat 5° C.
  2. stirringthe mixture was stirred at the same temperature for 3 hours
  3. extractionextracted with ethyl acetate
  4. washThe organic layer was washed with brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customevaporated in vacuo
  7. customThe residue was purified by column chromatography on silica gel (hexane:ethyl acetate=50:1 to 30:1)

出典と根拠

ORDレコード
ord-ef35cd2c54114c80827259dca1dbffc9
出典データセット
uspto-grants-2007_05
特許番号
US07217706B2

反応ノート

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