L-Tartaric acid → HCID 70280340, compound

HRID 1941459Notes

Reaction equation

HRID 1941459 reaction equation
[CH3:1][O:2][C:3]1[CH:11]=[C:10]2[C:6]([CH2:7][CH2:8][CH:9]2[CH:12]2[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]2)=[CH:5][CH:4]=1.[C:18]([OH:27])(=[O:26])[C@@H:19]([C@H:21]([C:23]([OH:25])=[O:24])[OH:22])[OH:20]>C(O)C.O>[C:23]([C@@H:21]([C@H:19]([C:18]([OH:27])=[O:26])[OH:20])[OH:22])([OH:25])=[O:24].[CH3:1][O:2][C:3]1[CH:11]=[C:10]2[C:6]([CH2:7][CH2:8][CH:9]2[CH:12]2[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]2)=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 444305L-Tartaric acidHCID 21461148HCID 21461148, compound

Product 1

HCID 70280340HCID 70280340, compoundYield 28.8%

Reagents, catalysts & solvents 1

HCID 19096565Water ethanolSolvent

Procedure

A mixture of 4-(6-methoxy-indan-1-yl)piperidine (8.4 g, 36.4 mmol) and L-tartaric acid (2.7 g, 18.2 mmol) was dissolved in 150 mL ethanol-water (10:1). After standing for 5 h the precipitate was collected and recrystallized from 50 mL ethanol-water (10:1) to give of (+)-4-(6-methoxy-indan-1-yl)piperidine L-tartrate (2.0 g, 18%), mp 183°-184° C., [α]=53.4°. Anal. Calc'd for C15H21NO2 ·C4H6O6 : C, 59.83%; H, 7.14%; N, 3.68%. Found: C, 59.83%; H, 7.21%; N, 3.66%. A sample of the hydrochloride was prepared in ethanol, mp 168°-169° C., [α]=57.2°. Anal. Calc'd for C15H21NO2 ·HCl: C, 67.28%; H, 8.28%; N, 5.23%. Found: C, 67.20%; H, 8.30%; N, 5.11%.

Workup

  1. customthe precipitate was collected
  2. customrecrystallized from 50 mL ethanol-water (10:1)

Sources & evidence

ORD record
ord-977ff030c81940cb8a2ade6244a39ef5
Source dataset
uspto-grants-1997_12
Patent number
US05703239

Reaction notes

Loading…