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Potassium → diethyl 3-(N-ethoxycarbonyl-N-ethoxycarbonyloxyamino)propylphosphonate

HRID 2051970
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HRID 2051970 반응식
Cl[CH2:2][CH2:3][CH2:4][P:5](=[O:12])([O:9][CH2:10][CH3:11])[O:6][CH2:7][CH3:8].[K].[CH2:14]([O:16][C:17]([O:19][NH:20][C:21](=[O:25])[O:22][CH2:23][CH3:24])=[O:18])[CH3:15]>CN(C)C=O>[CH2:23]([O:22][C:21]([N:20]([CH2:2][CH2:3][CH2:4][P:5](=[O:12])([O:9][CH2:10][CH3:11])[O:6][CH2:7][CH3:8])[O:19][C:17]([O:16][CH2:14][CH3:15])=[O:18])=[O:25])[CH3:24]
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참가 물질

5

반응물 3

HCID 5462222PotassiumHCID 11446651Ethyl EthoxycarbonyloxycarbamateHCID 133232971-Chloro-3-diethoxyphosphoryl-propane

생성물 1

HCID 20337213diethyl 3-(N-ethoxycarbonyl-N-ethoxycarbonyloxyamino)propylphosphonate수율 90.3%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a solution of diethyl 3-chloropropylphosphonate (430.6 g) in dry N,N-dimethyformamide (2.25 l) was added potassium salt of ethyl N-ethoxycarbonyloxycarbamate (429.2 g). This mixture was stirred at 64°-66° C. for three hours. After the resulting potassium chloride was removed by filtration, the filtrate was concentrated under reduced pressure. The residue was dissolved in ethyl acetate (2.0 l) and washed with water (4.0 l). The aqueous layer was extracted twice with ethyl acetate (1.2 and 0.8 l). The combined ethyl acetate layer was washed with saturated aqueous sodium chloride solution (1.5 l), dried over magnesium sulfate and concentrated under reduced pressure to give oily diethyl 3-(N-ethoxycarbonyl-N-ethoxycarbonyloxyamino)propylphosphonate (643.7 g).

후처리

  1. customAfter the resulting potassium chloride was removed by filtration
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. dissolutionThe residue was dissolved in ethyl acetate (2.0 l)
  4. washwashed with water (4.0 l)
  5. extractionThe aqueous layer was extracted twice with ethyl acetate (1.2 and 0.8 l)
  6. washThe combined ethyl acetate layer was washed with saturated aqueous sodium chloride solution (1.5 l)
  7. dry with materialdried over magnesium sulfate
  8. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-eceaead44d384a72bfa3c08dc4acdc4b
출처 데이터셋
uspto-grants-1980_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04182758

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