Ammonia → Ethyl diphenylphosphinite

HRID 1421651Notes

Reaction equation

HRID 1421651 reaction equation
[CH2:1]([OH:3])[CH3:2].N.Cl[P:6]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1>>[C:13]1([P:6]([C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=2)[O:3][CH2:1][CH3:2])[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1

Participants

4

Reactant 3

HCID 222AmmoniaHCID 702EthanolHCID 66180Chlorodiphenylphosphine

Product 1

HCID 69754Ethyl diphenylphosphiniteYield 83%

Procedure

330 g (7.17 mol) of absolute ethanol are cooled to -15° C. under a nitrogen atmosphere. 18 g (1.06 mol) of ammonia gas are then introduced at this temperature. 200 g (0.907 mol) of chloro(diphenyl)phosphine are then added dropwise at this temperature in one hour. The mixture is then allowed to come to room temperature with stirring and is stirred for a further 3.5 hours. The mixture is then cooled, filtered by suction and washed with ethanol. The filtrate is freed from ethanol and any ammonia present in vacuo. The remaining residue is freed from a slight precipitate by filtration through a glass frit. 172 g of ethyl diphenylphosphinite are then obtained by thin film distillation at a bath temperature of 140° C. and 0.3 mbar. This corresponds to a yield of 83% of theory.

Workup

  1. customto come to room temperature
  2. stirringis stirred for a further 3.5 hours
  3. temperatureThe mixture is then cooled
  4. filtrationfiltered by suction
  5. washwashed with ethanol
  6. filtrationThe remaining residue is freed from a slight precipitate by filtration through a glass frit

Sources & evidence

ORD record
ord-888b3d128a584c66b68816e41fcf14b4
Source dataset
uspto-grants-2000_06
Patent number
US06077968

Reaction notes

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