Potassium Carbonate → HCID 15171501, compound

HRID 728144Notes

Reaction equation

HRID 728144 reaction equation
[Br-].[Br:2][CH:3]([CH3:26])[C:4](=[O:25])[CH2:5][P+:6]([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)([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(=O)([O-])[O-].[K+].[K+]>C(OCC)(=O)C.O1CCCC1.O>[Br:2][CH:3]([CH3:26])[C:4](=[O:25])[CH:5]=[P:6]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)([C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=1)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

Participants

6

Reactant 2

HCID 11430Potassium CarbonateHCID 19823328HCID 19823328, compound

Product 1

HCID 15171501HCID 15171501, compoundYield 96.8%

Reagents, catalysts & solvents 3

HCID 962WaterSolventHCID 8028TetrahydrofuranSolventHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of (3-bromo-2-oxobutyl)triphenylphosphonium bromide (30 g) in ethyl acetate (150 ml), tetrahydrofuran (50 ml) and water (150 ml) was adjusted to pH 10 with potassium carbonate. The separated organic layer was washed with brine and dried over magnesium sulfate. Evaporation of the solvent gave a residue, which was triturated with diisopropyl ether and collected by filtration to give (3-bromo-2-oxobutylidene)triphenylphosphorane (24.27 g).

Workup

  1. washThe separated organic layer was washed with brine
  2. dry with materialdried over magnesium sulfate
  3. customEvaporation of the solvent
  4. customgave a residue, which
  5. customwas triturated with diisopropyl ether
  6. filtrationcollected by filtration

Sources & evidence

ORD record
ord-85472e9331dc4d468bfbb95e3d97d4bf
Source dataset
uspto-grants-1991_09
Patent number
US05047411

Reaction notes

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