Water → 1-benzyl-N-trityl-3-azepanamine

HRID 1269750

反応式

HRID 1269750 の反応式
[CH2:1]([N:8]1[CH2:14][CH2:13][CH2:12][CH2:11][CH:10]([NH:15][C:16]([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[C:9]1=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-].O.[OH-].[Na+]>O1CCCC1>[CH2:1]([N:8]1[CH2:14][CH2:13][CH2:12][CH2:11][CH:10]([NH:15][C:16]([C:29]2[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=2)([C:23]2[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=2)[C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=2)[CH2:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

参加物

6

反応物 4

HCID 962Water2 回HCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 694310141-Benzyl-3-(tritylamino)-2-azepanone

生成物 1

HCID 694286881-benzyl-N-trityl-3-azepanamine収率 78%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

A solution of 1-benzyl-3-(tritylamino)-2-azepanone (425 mg, 0.922 mmol) in tetrahydrofuran (11 ml) was added dropwise to a suspension of lithium aluminum hydride (140 mg, 3.69 mmol) in tetrahydrofuran (22 ml) at room temperature, and the resulting mixture was stirred for 30 minutes and then refluxed for 3 hours. After the reaction mixture was cooled, water (0.14 ml), a 2N-aqueous sodium hydroxide solution (0.3 ml) and water (0.14 ml) were added thereto under ice-cooling. The resulting mixture was filtered and the solvent of the filtrate was distilled off under reduced pressure. The resulting residue was purified by a silica gel column chromatography (eluent: chloroform/methanol) to obtain 1-benzyl-N-trityl-3-azepanamine (319 mg, 78%).

後処理

  1. temperaturerefluxed for 3 hours
  2. temperatureAfter the reaction mixture was cooled
  3. temperatureunder ice-cooling
  4. filtrationThe resulting mixture was filtered
  5. distillationthe solvent of the filtrate was distilled off under reduced pressure
  6. customThe resulting residue was purified by a silica gel column chromatography (eluent: chloroform/methanol)

出典と根拠

ORDレコード
ord-70e29d5b765a4080a3334b3c37b41b53
出典データセット
uspto-grants-2007_04
特許番号
US07199147B2

関連ノート

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