HCID 41795, compound → HCID 86732924, compound

HRID 1580138Notes

Reaction equation

HRID 1580138 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:9]23[CH2:18][CH:13]([N:14]([CH3:17])[CH:15]2[CH3:16])[CH2:12][CH2:11][CH2:10]3)[CH:6]=[CH:7][CH:8]=1.[C:19]([OH:28])(=[O:27])[C@H:20]([C@@H:22]([C:24]([OH:26])=[O:25])[OH:23])[OH:21]>C(O)C>[C:19]([OH:28])(=[O:27])[C@H:20]([C@@H:22]([C:24]([OH:26])=[O:25])[OH:23])[OH:21].[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:9]23[CH2:18][CH:13]([N:14]([CH3:17])[CH:15]2[CH3:16])[CH2:12][CH2:11][CH2:10]3)[CH:6]=[CH:7][CH:8]=1

Participants

4

Reactant 2

HCID 41795HCID 41795, compoundHCID 439655D-Tartaric acid

Product 1

HCID 86732924HCID 86732924, compoundYield 43.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

8.5 g of 1-(3-methoxyphenyl)-6,7-dimethyl-6-azabicyclo[3,2,1]octane and 5.3 g of d-tartaric acid are dissolved in 50 ml of ethanol under heating. The solution is concentrated to dryness under reduced pressure. Then, the residue is recrystallized twice from 25 ml of methanol. 6.01 g of (-)-1-(3-methoxyphenyl)-6,7-dimethyl-6-azabicyclo[3,2,1]octane d-tartarate are obtained as crystals. M.p. 174° - 176°C. [α]D 23 + 22.3°(c = 1.6, methanol)

Workup

  1. temperatureunder heating
  2. concentrationThe solution is concentrated to dryness under reduced pressure
  3. customThen, the residue is recrystallized twice from 25 ml of methanol

Sources & evidence

ORD record
ord-f10e014eb5ff40e1906cc759d2a1753e
Source dataset
uspto-grants-1976_01
Patent number
US03932429

Reaction notes

Loading…