1-Iodooctane → 3-Octyl-3-azabicyclo[3.1.0]hexane-2,4-dione

HRID 366533

反応式

HRID 366533 の反応式
[H-].[Na+].[CH:3]12[CH2:8][CH:7]1[C:6](=[O:9])[NH:5][C:4]2=[O:10].I[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19]>CN(C)C=O.O>[CH2:12]([N:5]1[C:6](=[O:9])[CH:7]2[CH:3]([CH2:8]2)[C:4]1=[O:10])[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19]

参加物

6

反応物 3

HCID 123801-IodooctaneHCID 24758Sodium hydrideHCID 37200533-Azabicyclo[3.1.0]hexane-2,4-dione

生成物 1

HCID 37963773-Octyl-3-azabicyclo[3.1.0]hexane-2,4-dione

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

反応条件

温度
0 °C

実験手順

Sodium hydride (1.48 g, 60% in oil) was added to a stirred solution of 3-azabicyclo[3.1.0]hexane-2,4-dione (4.0 g) and 1-iodooctane (8.88 g) in dry dimethylformamide (70 ml) under a nitrogen atmosphere at 0° C. The reaction mixture was stirred at 0° C. for a further 30 minutes and then at room temperature for 16 hours. The mixture was diluted with water (100 ml) and then extracted with ether (150 ml). The organic extract was washed with water (2×70 ml), dried (MgSO4) and evaporated in vacuo to leave a brown oil. The oil was purified by distillation in vacuo (boiling point 146-147° C. @ 0.1 mmHg) to give the title compound as a pale yellow oil.

後処理

  1. waitat room temperature for 16 hours
  2. extractionextracted with ether (150 ml)
  3. extractionThe organic extract
  4. washwas washed with water (2×70 ml)
  5. dry with materialdried (MgSO4)
  6. customevaporated in vacuo
  7. customto leave a brown oil
  8. distillationThe oil was purified by distillation in vacuo (boiling point 146-147° C. @ 0.1 mmHg)

出典と根拠

ORDレコード
ord-ce604a25f31d4f88833bc26b8a18e597
出典データセット
uspto-grants-2000_10
特許番号
US06130241

関連ノート

読み込み中…