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Triphenylphosphine → (1-Methoxy-2-oxopyrrolidin-3-yl)(triphenyl)phosphanium bromide

HRID 1762499
Notes
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Reaction equation

HRID 1762499 reaction equation
[CH3:1][O:2][N:3]1[CH2:7][CH2:6][CH:5]([Br:8])[C:4]1=[O:9].[C:10]1([P:16]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1>O1CCCC1>[Br-:8].[CH3:1][O:2][N:3]1[CH2:7][CH2:6][CH:5]([P+:16]([C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=2)([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=2)[C:4]1=[O:9]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 11776TriphenylphosphineHCID 139002263-Bromo-1-methoxypyrrolidin-2-one

Product 1

HCID 20041535(1-Methoxy-2-oxopyrrolidin-3-yl)(triphenyl)phosphanium bromideYield 30.6%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 75 g of N-methoxy-3-bromo-2-pyrrolidone, 105 g of triphenylphosphine and 700 ml of tetrahydrofuran was heated and refluxed for 24 hours. After cooled, the resulting precipitates were taken with filtration and washed with tetrahydrofuran. Dried, 54 g of the title compound 5 was obtained.

Workup

  1. temperaturewas heated
  2. temperaturerefluxed for 24 hours
  3. temperatureAfter cooled
  4. customthe resulting precipitates
  5. filtrationwere taken with filtration
  6. washwashed with tetrahydrofuran
  7. customDried

Sources & evidence

ORD record
ord-073a7ec5f55742a1a8e3dc80f2149e76
Source dataset
uspto-grants-1989_05
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04833160

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes