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

HRID 424301ノート

反応式

HRID 424301 の反応式
[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]

参加物

5

反応物 1

HCID 75676Diethyl (cyanomethyl)phosphonate

生成物 1

HCID 2733596Diethyl (2-aminoethyl)phosphonate収率 63%

試薬・触媒・溶媒 3

HCID 23938Palladium触媒HCID 313Hydrochloric Acid溶媒HCID 702Ethanol溶媒

実験手順

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%).

後処理

  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%)

出典と根拠

ORDレコード
ord-c7e25341d01c4823a0c7313dcf290e21
出典データセット
uspto-grants-2012_01
特許番号
US08105689B2

反応ノート

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