Diethyl (cyanomethyl)phosphonate → Diethyl (2-aminoethyl)phosphonate

HRID 424301

반응식

HRID 424301 반응식
[C:1]([CH2:3][P:4](=[O:11])([O:8][CH2:9][CH3:10])[O:5][CH2:6][CH3:7])#[N:2]>C(O)C.Cl.[Pd]>[NH2:2][CH2:1][CH2:3][P:4](=[O:11])([O:5][CH2:6][CH3:7])[O:8][CH2:9][CH3:10]

참가 물질

5

반응물 1

HCID 75676Diethyl (cyanomethyl)phosphonate

생성물 1

HCID 2733596Diethyl (2-aminoethyl)phosphonate수율 63%

시약·촉매·용매 3

HCID 23938Palladium촉매HCID 313Hydrochloric Acid용매HCID 702Ethanol용매

실험 절차

A mixture of diethyl cyanomethylphosphonate (17.7 g; 0.1 moles) in ethanol (70 ml) and aqueous HCl (40 ml of 10% HCl) over 10% Pd/C (1 g) is stirred in a pressure vessel at 60 psi. When the calculated amount of H2 had been absorbed (about 26 hours), the catalyst is filtered off over Celite, washed with ethanol, and the filtrate is neutralized with NaHCO3 and evaporated to dryness under vacuum. The residue is extracted with absolute ethanol (2×50 ml) and the clear extract is distilled at about 110° C. and 0.18 mbar to give a colorless liquid (11.4 g; yield 63%).

후처리

  1. customWhen the calculated amount of H2 had been absorbed (about 26 hours)
  2. filtrationthe catalyst is filtered off over Celite
  3. washwashed with ethanol
  4. customevaporated to dryness under vacuum
  5. extractionThe residue is extracted with absolute ethanol (2×50 ml)
  6. extractionthe clear extract
  7. distillationis distilled at about 110° C.
  8. custom0.18 mbar to give a colorless liquid (11.4 g; yield 63%)

출처 및 근거

ORD 기록
ord-c7e25341d01c4823a0c7313dcf290e21
출처 데이터셋
uspto-grants-2012_01
특허 번호
US08105689B2

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