Acetic Acid → HCID 18694316, compound

HRID 1870869Notes

Reaction equation

HRID 1870869 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2(O)[CH2:15][CH:14]3[N:16]([CH3:17])[CH:11]([CH2:12][CH2:13]3)[CH2:10]2)=[CH:5][CH:4]=1.C(O)(=O)C.Cl.[C:24]([OH:31])(=[O:30])/[CH:25]=[CH:26]/[C:27]([OH:29])=[O:28]>C(O)C>[C:24]([OH:31])(=[O:30])/[CH:25]=[CH:26]/[C:27]([OH:29])=[O:28].[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([C:9]2[CH2:10][CH:11]3[N:16]([CH3:17])[CH:14]([CH2:13][CH2:12]3)[CH:15]=2)=[CH:7][CH:8]=1

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 313Hydrochloric AcidHCID 4344593-(4-methoxyphenyl)-8-methyl-8-azabicyclo[3.2.1]octan-3-olHCID 444972Fumaric Acid

Product 1

HCID 18694316HCID 18694316, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The title compound was prepared from 3-(4-methoxyphenyl)-8-methyl-8-azabicyclo[3.2.1]octan-3-ol (2 g, 8 mmol), glacial acetic acid (6.4 mL) and concentrated hydrochloric acid (6.4 mL). The free base of the title compound was dissolved in ethanol (96%) and added fumaric acid (0.8 g, 6.9 mmol), no precipitate appeared, the solution was concentrated to dryness, the residue was crystallised from absolute ethanol. Yield 1.1 g (40%) as white crystals m.p. 167.3-168.7° C.

Workup

  1. concentrationthe solution was concentrated to dryness
  2. customthe residue was crystallised from absolute ethanol

Sources & evidence

ORD record
ord-dffe82b62f4743589d4850124d8c0250
Source dataset
uspto-grants-2000_08
Patent number
US06100275

Reaction notes

Loading…