Triphenylphosphine → rac-(1-Isobutyl-2-oxo-pyrrolidin-3-yl)-triphenyl-phosphonium bromide

HRID 582487Notes

Reaction equation

HRID 582487 reaction equation
[Br:1][CH:2]1[CH2:6][CH2:5][N:4]([CH2:7][CH:8]([CH3:10])[CH3:9])[C:3]1=[O:11].[C:12]1([P:18]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>C1COCC1>[Br-:1].[CH2:7]([N:4]1[CH2:5][CH2:6][CH:2]([P+:18]([C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=2)([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=2)[C:3]1=[O:11])[CH:8]([CH3:10])[CH3:9]

Participants

4

Reactant 2

HCID 11776TriphenylphosphineHCID 23303156N-isobutyl-3-bromopyrrolidine-2-one

Product 1

HCID 22003732rac-(1-Isobutyl-2-oxo-pyrrolidin-3-yl)-triphenyl-phosphonium bromide

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

2.74 g (12.4 mmol) rac-3-Bromo-1-isobutyl-pyrrolidine-2-one were dissolved in 12 ml THF, and 3.43 g (13.1 mmol) triphenylphosphine were added. The mixture was then refluxed for 3 days under argon atmosphere. After cooling to room temperature, the suspension was filtered with suction, the white crystals were washed with ice-cold THF and then dried under high vacuum.

Workup

  1. temperatureThe mixture was then refluxed for 3 days under argon atmosphere
  2. filtrationthe suspension was filtered with suction
  3. washthe white crystals were washed with ice-cold THF
  4. customdried under high vacuum

Sources & evidence

ORD record
ord-5e68a97d11f14645a5abea0e85b49bef
Source dataset
uspto-grants-1999_07
Patent number
US05925632

Reaction notes

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