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

HRID 424302

반응식

HRID 424302 반응식
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]

참가 물질

4

반응물 2

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

생성물 1

HCID 82369Diethyl (2-cyanoethyl)phosphonate수율 30%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

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%).

후처리

  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%)

출처 및 근거

ORD 기록
ord-24f0fb6e5da7496fbad561c15f729533
출처 데이터셋
uspto-grants-2012_01
특허 번호
US08105689B2

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