Ammonia → HCID 19776477, compound

HRID 1612768Notes

Reaction equation

HRID 1612768 reaction equation
[C:1]([CH:3]=[C:4]([P:6]([CH2:9][CH2:10][CH2:11][CH3:12])(=[O:8])[OH:7])[F:5])#[N:2].N>C(O)C.[Rh]>[NH2:2][CH2:1][CH2:3][CH:4]([P:6]([CH2:9][CH2:10][CH2:11][CH3:12])(=[O:7])[OH:8])[F:5]

Participants

5

Reactant 2

HCID 222AmmoniaHCID 54431561HCID 54431561, compound

Product 1

HCID 19776477HCID 19776477, compound

Reagents, catalysts & solvents 2

HCID 23948RhodiumCatalystHCID 702EthanolSolvent

Conditions

Temperature
20 °C

Procedure

A solution of 5.0 g of 2-cyano-1-fluoro-ethenyl(n-butyl)phosphinic acid and 10 ml of liquid ammonia in 150 ml of absolute ethanol is treated with 0.75 g of 5% rhodium on charcoal. The suspension is shaken under hydrogen (20 bars) at 20° C. until thin-layer chromatography indicates complete reaction. The catalyst is removed by filtration and the filtrate is evaporated in vacuo to give a solid. Crystallisation from ethanol/acetone affords 3-amino-1-fluoro-propyl(n-butyl)phosphinic acid.

Workup

  1. customreaction
  2. customThe catalyst is removed by filtration
  3. customthe filtrate is evaporated in vacuo
  4. customto give a solid
  5. customCrystallisation from ethanol/acetone

Sources & evidence

ORD record
ord-7f99c09535c34e43b001eaeac1292b23
Source dataset
uspto-grants-1993_03
Patent number
US05190934

Reaction notes

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