Hydrazine hydrate (1:1) → Diethyl (2-cyanoethyl)phosphonate

HRID 424302

反応式

HRID 424302 の反応式
O.NN.[NH2:4][CH2:5][CH2:6][CH2:7][P:8](=[O:15])([O:12][CH2:13][CH3:14])[O:9][CH2:10][CH3:11]>C(O)C>[C:5]([CH2:6][CH2:7][P:8](=[O:15])([O:12][CH2:13][CH3:14])[O:9][CH2:10][CH3:11])#[N:4]

参加物

4

反応物 2

HCID 24654Hydrazine hydrate (1:1)HCID 78113Diethyl (3-aminopropyl)phosphonate

生成物 1

HCID 82369Diethyl (2-cyanoethyl)phosphonate収率 30%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A mixture of diethyl[3-(N-phthalimido)]propylphosphonate (ex. 5) (3.72 g; 11.4 mmoles), absolute ethanol (46 ml) and hydrazine hydrate (0.78 ml of 98% purity; 15.7 mmoles) is stirred at reflux for 35 min. The mixture is filtered and the solvent is distilled under vacuo. The resulting oil is dissolved in CHCl3 (10 ml) and is filtered again. Solvent removal in vacuo gives a colorless liquid (0.7 g; yield 30%). According to example 4, diethyl 3-aminopropylphosphonate (6) is also obtained from diethyl 2-cyanoethylphosphonate in an analogous fashion followed by vacuum distillation at about 115° C. and 0.18 mbar (yield 80%).

後処理

  1. temperatureat reflux for 35 min
  2. filtrationThe mixture is filtered
  3. distillationthe solvent is distilled under vacuo
  4. dissolutionThe resulting oil is dissolved in CHCl3 (10 ml)
  5. filtrationis filtered again
  6. customSolvent removal in vacuo
  7. customgives a colorless liquid (0.7 g; yield 30%)

出典と根拠

ORDレコード
ord-24f0fb6e5da7496fbad561c15f729533
出典データセット
uspto-grants-2012_01
特許番号
US08105689B2

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