Ammonia → HCID 10465416, compound

HRID 1198822Notes

Reaction equation

HRID 1198822 reaction equation
[C:1]([CH2:3][CH2:4][P:5]([CH:10]([F:12])[F:11])(=[O:9])[O:6][CH2:7][CH3:8])#[N:2].N>C(O)C.[Ni]>[NH2:2][CH2:1][CH2:3][CH2:4][P:5]([CH:10]([F:12])[F:11])(=[O:9])[O:6][CH2:7][CH3:8]

Participants

5

Reactant 2

HCID 222AmmoniaHCID 10330332HCID 10330332, compound

Product 1

HCID 10465416HCID 10465416, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 702EthanolSolvent

Procedure

A solution of 1.0 g (5.1 mmol) of ethyl P-(2-cyanoethyl)-P-difluoromethyl-phosphinate in 10 ml of dry ethanol is treated with 4 g of liquid ammonia and 0.3 g of Raney nickel. The reaction mixture is hydrogenated at 50° for 9 hours at 100 mbar. The reaction mixture is cooled, filtrated and evaporated to dryness. Chromatographic purification yields ethyl P-(3-aminopropyl)-P-difluoromethyl-phosphinate as a colourless oil of Rf =0.22 (dichloromethane/methanol/aqueous ammonia; 80:19:1).

Workup

  1. temperatureThe reaction mixture is cooled
  2. filtrationfiltrated
  3. customevaporated to dryness
  4. customChromatographic purification

Sources & evidence

ORD record
ord-df11069a64fa4211bef5de783bf7faa9
Source dataset
uspto-grants-1994_01
Patent number
US05281747

Reaction notes

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