Triphenylphosphine → (2-Oxooxolan-3-yl)(triphenyl)phosphanium bromide

HRID 973878Notes

Reaction equation

HRID 973878 reaction equation
[Br:1][CH:2]1[CH2:6][CH2:5][O:4][C:3]1=[O:7].[C:8]1([P:14]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1>C1C=CC=CC=1>[Br-:1].[O:7]=[C:3]1[CH:2]([P+:14]([C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=2)([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH2:6][CH2:5][O:4]1

Participants

4

Reactant 2

HCID 11776TriphenylphosphineHCID 954632(3H)-Furanone, 3-bromodihydro-

Product 1

HCID 19988396(2-Oxooxolan-3-yl)(triphenyl)phosphanium bromide

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

3-Bromo-2-oxotetrahydrofuran (5 g) and triphenylphosphine (7.94 g) in dry benzene (50 mls) were left at room temperature for 4 days. The solution was decanted from the orange gum. This was dissolved in dichloromethane and concentrated to give a pale brown foam.

Workup

  1. customThe solution was decanted from the orange gum
  2. dissolutionThis was dissolved in dichloromethane
  3. concentrationconcentrated
  4. customto give a pale brown foam

Sources & evidence

ORD record
ord-fb11e620c3e74137ba999698f51e970e
Source dataset
uspto-grants-1991_11
Patent number
US05064649

Reaction notes

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