L-Tartaric acid → HCID 86743297, compound

HRID 1722739Notes

Reaction equation

HRID 1722739 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:21]=[C:22]([O:26][CH3:27])[C:23]=1[O:24][CH3:25])[C:6]([O:8][CH2:9][C:10]([N:18]([CH3:20])[CH3:19])([C:13]1[S:14][CH:15]=[CH:16][CH:17]=1)[CH2:11][CH3:12])=[O:7].[C:28]([OH:37])(=[O:36])[C@@H:29]([C@H:31]([C:33]([OH:35])=[O:34])[OH:32])[OH:30]>C(O)C>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:21]=[C:22]([O:26][CH3:27])[C:23]=1[O:24][CH3:25])[C:6]([O:8][CH2:9][C:10]([N:18]([CH3:19])[CH3:20])([C:13]1[S:14][CH:15]=[CH:16][CH:17]=1)[CH2:11][CH3:12])=[O:7].[C:28]([O-:37])(=[O:36])[C@@H:29]([C@H:31]([C:33]([O-:35])=[O:34])[OH:32])[OH:30]

Participants

4

Reactant 2

HCID 444305L-Tartaric acidHCID 10572652HCID 10572652, compound

Product 1

HCID 86743297HCID 86743297, compoundYield 61.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2-Dimethylamino-2-(2-thienyl)butyl 3,4,5-trimethoxybenzoate (33.1 g) and L-(+)-tartaric acid (6.3 g) are dissolved in ethanol (200 ml) with heating and the solution is allowed to stand at room temperature overnight. The precipitates are collected by filtration, washed with ethanol and ether, dried and recrystallized from ethanol, whereby (+)-2-dimethylamino-2-(2-thienyl)butyl 3,4,5-trimethoxybenzoate·L-(+)-tartarate (14 g) is obtained.

Workup

  1. temperaturewith heating
  2. filtrationThe precipitates are collected by filtration
  3. washwashed with ethanol and ether
  4. customdried
  5. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-d409266d0ed04b28886dada74449ca0e
Source dataset
uspto-grants-1989_08
Patent number
US04857543

Reaction notes

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