Methanol → Triphenylphosphine Oxide

HRID 1981075Notes

Reaction equation

HRID 1981075 reaction equation
CO.[C:3]1([P:9](=S)([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.C(=O)([O-])[OH:24].[Na+].Cl[O-].[Na+]>O>[C:3]1([P:9](=[O:24])([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

Participants

6

Reactant 4

HCID 887MethanolHCID 19758Phosphine sulfide, triphenyl-HCID 516892Sodium BicarbonateHCID 23665760Sodium Hypochlorite

Product 1

HCID 13097Triphenylphosphine Oxide

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a mixture of methanol (125 ml), triphenylphosphine sulfide (7.5 g) and aqueous 2.5% sodium hydrogen carbonate (25 ml) is added aqueous 14.3% sodium hypochlorite (125 ml) at 10° C. to 15° C., and the mixture is stirred for 1 hour at the same temperature. The reaction mixture is diluted with water (500 ml), and the separated crystals are collected by filtration, washed with water and dried to give triphenylphosphine oxide (6.5 g). m.p. 154°-157° C.

Workup

  1. filtrationthe separated crystals are collected by filtration
  2. washwashed with water
  3. customdried

Sources & evidence

ORD record
ord-af00e01285b34c5ca47ced052c8cd579
Source dataset
uspto-grants-1985_04
Patent number
US04511738

Reaction notes

Loading…