Ammonia → HCID 23374766, compound

HRID 865852Notes

Reaction equation

HRID 865852 reaction equation
[C:1]([CH2:3][CH:4]([P:7]([CH:12]([O:16][CH2:17][CH3:18])[O:13][CH2:14][CH3:15])(=[O:11])[O:8][CH2:9][CH3:10])[CH2:5][CH3:6])#[N:2].N>C(O)C.[Ni]>[NH2:2][CH2:1][CH2:3][CH:4]([P:7]([CH:12]([O:16][CH2:17][CH3:18])[O:13][CH2:14][CH3:15])(=[O:11])[O:8][CH2:9][CH3:10])[CH2:5][CH3:6]

Participants

5

Reactant 2

HCID 222AmmoniaHCID 10333713HCID 10333713, compound

Product 1

HCID 23374766HCID 23374766, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 702EthanolSolvent2×

Procedure

73.4 g (0.264 mol) of ethyl P-(4-cyanobut-3-yl)-P-(diethoxymethyl)-phosphinate in 770 ml of dry ethanol are treated with 126 g of an 8% solution of ammonia in ethanol. Subsequently, 15 g of Raney-nickel and the resulting mixture is hydrogenated at 45° under atmospheric pressure. The catalyst is then filtered of and the filtrate is concentrated under reduced pressure. The crude product is distilled in vacuo to yield the ethyl P-(5-amino-pent-3-yl)-P-(diethoxymethyl)-phosphinate (b.p.: 100°/0.01 Torr).

Workup

  1. customis hydrogenated at 45° under atmospheric pressure
  2. filtrationThe catalyst is then filtered of and the filtrate
  3. concentrationis concentrated under reduced pressure
  4. distillationThe crude product is distilled in vacuo

Sources & evidence

ORD record
ord-f877e37ba15e472d85b5381512e2b098
Source dataset
uspto-grants-1996_10
Patent number
US05567840

Reaction notes

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