Ammonia → Ethyl diphenylphosphinite

HRID 725254Notes

Reaction equation

HRID 725254 reaction equation
[CH2:1]([OH:3])[CH3:2].Cl[P:5]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.N>>[C:12]1([P:5]([C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][CH:11]=2)[O:3][CH2:1][CH3:2])[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1

Participants

4

Reactant 3

HCID 222AmmoniaHCID 702EthanolHCID 66180Chlorodiphenylphosphine

Product 1

HCID 69754Ethyl diphenylphosphiniteYield 92%

Procedure

1000 g (21.7 mol) of absolute ethanol are cooled to -15° C. with stirring under a nitrogen atmosphere. 660 g (3.0 mol) of chloro(diphenyl)phosphine are then added dropwise at this temperature with vigorous stirring in the course of one hour and twenty minutes. 76 g (4.47 mol) of ammonia gas are then introduced at this temperature with further vigorous stirring. The mixture is then allowed to come to room temperature with stirring and is stirred for a further six hours. The mixture is then filtered with suction and rinsed out with ethanol. The filtrate is freed from ethanol and excess ammonia in vacuo. A crude product is obtained which is freed from a slight salt precipitate by filtration through a glass 5 frit. 635 g of ethyl diphenylphosphinite are obtained by thin film distillation at a bath temperature of 160° to 175° C. and a pressure of about 0.5 mbar. This corresponds to a yield of 92% of theory.

Workup

  1. stirringwith vigorous stirring in the course of one hour and twenty minutes
  2. customto come to room temperature
  3. stirringwith stirring
  4. stirringis stirred for a further six hours
  5. filtrationThe mixture is then filtered with suction
  6. washrinsed out with ethanol
  7. customA crude product is obtained which
  8. filtrationis freed from a slight salt precipitate by filtration through a glass 5 frit

Sources & evidence

ORD record
ord-16b3febe77d244559cfb691c8fd91b8e
Source dataset
uspto-grants-1998_01
Patent number
US05705669

Reaction notes

Loading…