Traboxopine → HCID 14555943, compound

HRID 1164785Notes

Reaction equation

HRID 1164785 reaction equation
[Cl:1][C:2]1[CH:24]=[CH:23][C:5]2[O:6][CH2:7][O:8][C:9]3[CH:22]=[CH:21][CH:20]=[CH:19][C:10]=3[N:11]([CH2:12][CH:13]([CH3:18])[CH2:14][N:15]([CH3:17])[CH3:16])[C:4]=2[CH:3]=1.[C:25]([OH:34])(=[O:33])[C@@H:26]([C@H:28]([C:30]([OH:32])=[O:31])[OH:29])[OH:27]>ClCCl>[C:30]([C@@H:28]([C@H:26]([C:25]([OH:34])=[O:33])[OH:27])[OH:29])([OH:32])=[O:31].[Cl:1][C:2]1[CH:24]=[CH:23][C:5]2[O:6][CH2:7][O:8][C:9]3[CH:22]=[CH:21][CH:20]=[CH:19][C:10]=3[N:11]([CH2:12][CH:13]([CH3:18])[CH2:14][N:15]([CH3:17])[CH3:16])[C:4]=2[CH:3]=1

Participants

4

Reactant 2

HCID 129812TraboxopineHCID 444305L-Tartaric acid

Product 1

HCID 14555943HCID 14555943, compoundYield 63.7%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

34.7 g (0.10 moles) of racemic 2-chloro-12-(3-dimethylamino-2-methylpropyl)-12H-dibenzo[d,g][1,3,6]dioxazocine are dissolved in 165 CM3 of dichloromethane, and 15.0 g (0.10 moles of L(+)-tartaric acid are added to the solution obtained under stirring. The mixture is further stirred for 10 to 12 hours at room temperature. The (+)-base L(+)-tartrate precipitated is filtered and dried. Thus, 15.8 g (63.7%) of (+)-2-Chloro-12-(3-dimethylamino-2-methylpropyl)-12H-dibenzo[d,g][1,3,6]dioxazocine L(+)-tartrate are obtained, m.p.: 148°-150° C.

Workup

  1. additionare added to the solution
  2. customobtained
  3. stirringThe mixture is further stirred for 10 to 12 hours at room temperature
  4. customThe (+)-base L(+)-tartrate precipitated
  5. filtrationis filtered
  6. customdried

Sources & evidence

ORD record
ord-522d092e96cf48b59310b51caf93cffb
Source dataset
uspto-grants-1990_03
Patent number
US04906622

Reaction notes

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