Hydrazine hydrate (1:1) → tert-Butyl (4-aminobutoxy)carbamate

HRID 2066377ノート

反応式

HRID 2066377 の反応式
O.NN.[C:4]([O:8][C:9]([NH:11][O:12][CH2:13][CH2:14][CH2:15][CH2:16][N:17]1C(=O)C2C(=CC=CC=2)C1=O)=[O:10])([CH3:7])([CH3:6])[CH3:5]>C(O)C>[C:4]([O:8][C:9](=[O:10])[NH:11][O:12][CH2:13][CH2:14][CH2:15][CH2:16][NH2:17])([CH3:7])([CH3:5])[CH3:6]

参加物

4

反応物 2

HCID 24654Hydrazine hydrate (1:1)HCID 58690204HCID 58690204、化合物

生成物 1

HCID 23136565tert-Butyl (4-aminobutoxy)carbamate収率 30.7%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
80 °C

実験手順

Hydrazine hydrate (1.0 ml, 20 mmol) was added to a solution of 2-(4-(tert-butoxycarbonylaminoxy)butyl)isoindole-1,3-dione (2.08 g, 6.22 mmol) in ethanol (8.0 ml). The reaction mixture was stirred at 80° C. for 65 h. The solvent was removed in vacuo. The residue was dissolved in toluene (10 ml) and the solvent was removed in vacuo. The residue was suspended in 1 N hydrochloric acid (10 ml). The precipitation was removed by filtration and was washed with water (2 ml). The filtrate and the wash-liquids were combined and made basic with potassium carbonate. The solution was extracted with dichloromethane (4×20 ml). The organic layer was dried over magnesium sulphate. The solvent was removed in vacuo to give 0.39 g of N-(4-aminobutoxy)carbamic acid tert-butyl ester. Potassium carbonate (3 g) was added to the aqueous phase, which was extracted with dichloromethane (3×20 ml). These combined organic layers were dried over magnesium sulphate. The solvent was removed in vacuo to give another 0.39 g of N-(4-aminobutoxy)carbamic acid tert-butyl ester.

後処理

  1. customThe solvent was removed in vacuo
  2. dissolutionThe residue was dissolved in toluene (10 ml)
  3. customthe solvent was removed in vacuo
  4. customThe precipitation
  5. customwas removed by filtration
  6. washwas washed with water (2 ml)
  7. extractionThe solution was extracted with dichloromethane (4×20 ml)
  8. dry with materialThe organic layer was dried over magnesium sulphate
  9. customThe solvent was removed in vacuo

出典と根拠

ORDレコード
ord-46c66449ca034e40b3f7ea982fd9428b
出典データセット
uspto-grants-2012_10
特許番号
US08293708B2

反応ノート

読み込み中…