L-Tartaric acid → HCID 66860548, compound

HRID 2273682Notes

Reaction equation

HRID 2273682 reaction equation
[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[CH:4][C:3]=1[S:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[N:16]1[CH2:21][CH2:20][NH:19][CH2:18][CH2:17]1.[C:22]([OH:31])(=[O:30])[C@@H:23]([C@H:25]([C:27]([OH:29])=[O:28])[OH:26])[OH:24]>CC(C)=O>[C:22]([OH:31])(=[O:30])[CH:23]([CH:25]([C:27]([OH:29])=[O:28])[OH:26])[OH:24].[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[CH:4][C:3]=1[S:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[N:16]1[CH2:17][CH2:18][NH:19][CH2:20][CH2:21]1

Participants

4

Reactant 2

HCID 444305L-Tartaric acidHCID 9966051Vortioxetine

Product 1

HCID 66860548HCID 66860548, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent2×

Procedure

11.1 ml of a 0.30 M solution of 1-[2-(2,4-Dimethylphenylsulfanyl)-phenyl]piperazine in acetone was treated with 0.5 gram L-(+)-tartaric acid dissolved in 5 ml acetone. The mixture was stirred at room temperature for 30 minutes during which precipitation took place. Filtration and washing first with 5 ml acetone and then 3 ml diethyl ether achieved the product as a white solid that was dried in vacuum (50° C.) over night. 1-[2-(2,4-Dimethylphenylsulfanyl)-phenyl]piperazine (+)-tartaric acid was isolated in 1.2 gram (81%). NMR complies with structure. Elemental analysis: 58.86%; C, 6.30%; N, 6.38%; H (Theory for a 1:1 salt: 58.91%; C, 6.25%; N, 6.29%; H)

Workup

  1. filtrationFiltration
  2. washwashing first with 5 ml acetone
  3. customthat was dried in vacuum (50° C.) over night

Sources & evidence

ORD record
ord-cf31c40448cf4386963259077c0f7a62
Source dataset
uspto-grants-2015_09
Patent number
US09125910B2

Reaction notes

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