Oxalic Acid → Ethyltriphenylphosphonium oxalate

HRID 1164574

Reaction equation

HRID 1164574 reaction equation
C([O-])(=O)C.[CH2:5]([P+:7]([C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[CH3:6].O.O.[C:28]([OH:33])(=[O:32])[C:29]([OH:31])=[O:30].C(O)(=O)C(O)=O>CO>[C:28]([O-:33])(=[O:32])[C:29]([O-:31])=[O:30].[CH2:5]([P+:7]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)([C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1)[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[CH3:6].[CH2:5]([P+:7]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)([C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1)[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[CH3:6]

Participants

5

Reactant 3

HCID 971Oxalic AcidHCID 61373Oxalic acid dihydrateHCID 94470Ethyltriphenylphosphonium acetate

Product 1

HCID 20037189Ethyltriphenylphosphonium oxalate

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

To a 2 gallon bottle was charged 1000 g (1.707 mol) of a 70% methanol solution of ethyltriphenylphosphonium acetate.acetic acid complex followed by the addition of 204.4 g (1.622 mol) of oxalic acid dihydrate. The mixture was mixed until all the oxalic acid had dissolved and then about 31.5 g of methanol was added to give a resultant solution of about 50 wt. % ethyltriphenylphosphonium oxalate.

Workup

  1. dissolutionhad dissolved

Sources & evidence

ORD record
ord-6f5673f3b3b14a148c291e99f53885f7
Source dataset
uspto-grants-1983_01
Patent number
US04370465

Linked notes

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