Hydrazine hydrate (1:1) → Diethyl (3-aminopropyl)phosphonate

HRID 2044134노트

반응식

HRID 2044134 반응식
O.NN.C1(=O)[N:8]([CH2:9][CH2:10][CH2:11][P:12](=[O:19])([O:16][CH2:17][CH3:18])[O:13][CH2:14][CH3:15])C(=O)C2=CC=CC=C12>C(O)C>[NH2:8][CH2:9][CH2:10][CH2:11][P:12](=[O:19])([O:13][CH2:14][CH3:15])[O:16][CH2:17][CH3:18]

참가 물질

4

반응물 2

HCID 24654Hydrazine hydrate (1:1)HCID 2542412-(3-Diethoxyphosphorylpropyl)isoindole-1,3-dione

생성물 1

HCID 78113Diethyl (3-aminopropyl)phosphonate수율 51.8%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To this end, 23.08 g (46.1 mmol) of hydrazine monohydrate are added dropwise to 15 g (46.1 mmol) of diethyl phthalimidopropylphosphonate in about 500 ml of absolute ethanol. The reaction medium is stirred for 12 hours. The salts formed are filtered off and washed with ethanol. After evaporating off the ethanol, salts are again formed. These salts are washed with CH2Cl2 and filtered on a Millipore membrane (0.45 μm). The filtrate is recovered and the CH2Cl2 is evaporated off. A yellow oil is obtained. The crude product is purified by chromatography on a column of silica gel with a 90/10 CHCl3/MeOH mixture as eluent. 4.6 g of diethyl 3-aminopropylphosphonate (APPE) are obtained in a yield of 51.8%.

후처리

  1. customThe salts formed
  2. filtrationare filtered off
  3. washwashed with ethanol
  4. customAfter evaporating off the ethanol, salts
  5. customare again formed
  6. washThese salts are washed with CH2Cl2
  7. filtrationfiltered on a Millipore membrane (0.45 μm)
  8. customThe filtrate is recovered
  9. customthe CH2Cl2 is evaporated off
  10. customA yellow oil is obtained
  11. customThe crude product is purified by chromatography on a column of silica gel with a 90/10 CHCl3/MeOH mixture as eluent

출처 및 근거

ORD 기록
ord-d1cc997cbfaf4af4805305dfe34eb75d
출처 데이터셋
uspto-grants-2013_11
특허 번호
US08586758B2

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