Oxalic acid dihydrate → HCID 87169893, compound

HRID 1040299Notes

Reaction equation

HRID 1040299 reaction equation
[CH3:1][N:2]([CH3:26])[CH2:3][C@H:4]([CH3:25])[C@H:5]([C:8]1[CH:9]=[C:10]([O:14][S:15]([C:18]2[CH:23]=[CH:22][C:21]([CH3:24])=[CH:20][CH:19]=2)(=[O:17])=[O:16])[CH:11]=[CH:12][CH:13]=1)[CH2:6][CH3:7].O.O.[C:29]([OH:34])(=[O:33])[C:30]([OH:32])=[O:31]>CO>[C:29]([OH:34])(=[O:33])[C:30]([OH:32])=[O:31].[CH3:26][N:2]([CH3:1])[CH2:3][C@H:4]([CH3:25])[C@H:5]([C:8]1[CH:9]=[C:10]([O:14][S:15]([C:18]2[CH:19]=[CH:20][C:21]([CH3:24])=[CH:22][CH:23]=2)(=[O:16])=[O:17])[CH:11]=[CH:12][CH:13]=1)[CH2:6][CH3:7]

Participants

4

Reactant 2

HCID 61373Oxalic acid dihydrateHCID 66553530HCID 66553530, compound

Product 1

HCID 87169893HCID 87169893, compoundYield 84.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of [1R,2R]toluene-4-sulfonic acid 3-(3-dimethylamino-1-ethyl-2-methyl-propyl)-phenyl ester (5 g, 0.01 mol, having purity 96.2% by HPLC) in methanol (10 ml), methanolic solution of oxalic acid dihydrate (1.68 g in 10 ml methanol) was added at ambient temperature and stirred for 15 minutes. Solvents were distilled off from the reaction mixture. To the residue ethyl acetate was added and resulting solid was filtered to give 3.93 g of title compound having purity 98.3% by HPLC.

Workup

  1. distillationSolvents were distilled off from the reaction mixture
  2. additionTo the residue ethyl acetate was added
  3. customresulting solid
  4. filtrationwas filtered

Sources & evidence

ORD record
ord-844263d8ef744add82ce07c4ae13402c
Source dataset
uspto-grants-2013_10
Patent number
US08552219B2

Reaction notes

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