HCID 87169893, compound → HCID 66553530, compound

HRID 1040300Notes

Reaction equation

HRID 1040300 reaction equation
C(O)(=O)C(O)=O.[CH3:7][N:8]([CH3:32])[CH2:9][C@H:10]([CH3:31])[C@H:11]([C:14]1[CH:15]=[C:16]([O:20][S:21]([C:24]2[CH:29]=[CH:28][C:27]([CH3:30])=[CH:26][CH:25]=2)(=[O:23])=[O:22])[CH:17]=[CH:18][CH:19]=1)[CH2:12][CH3:13]>ClCCl.Cl>[CH3:32][N:8]([CH3:7])[CH2:9][C@H:10]([CH3:31])[C@H:11]([C:14]1[CH:15]=[C:16]([O:20][S:21]([C:24]2[CH:25]=[CH:26][C:27]([CH3:30])=[CH:28][CH:29]=2)(=[O:22])=[O:23])[CH:17]=[CH:18][CH:19]=1)[CH2:12][CH3:13]

Participants

4

Reactant 1

HCID 87169893HCID 87169893, compound

Product 1

HCID 66553530HCID 66553530, compoundYield 80%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 6344DichloromethaneSolvent

Procedure

To a suspension of [1R,2R]toluene-4-sulfonic acid 3-(3-dimethylamino-1-ethyl-2-methyl-propyl)-phenyl ester oxalate salt (2 g) in dichloromethane (10 ml), 2N hydrochloric acid (2.7 ml) was added and stirred for 30 minutes. Layers were separated and organic layer was washed with water. Solvent was distilled off from the organic layer to give 1.29 g of the title compound having purity 98.2% by HPLC.

Workup

  1. additionwas added
  2. customLayers were separated
  3. washorganic layer was washed with water
  4. distillationSolvent was distilled off from the organic layer

Sources & evidence

ORD record
ord-53b15d7e64d74c899b9dd89be854fa5b
Source dataset
uspto-grants-2013_10
Patent number
US08552219B2

Reaction notes

Loading…