Methanol → HCID 23565313, compound

HRID 1059291Notes

Reaction equation

HRID 1059291 reaction equation
S1CCCS[C:2]1=[CH:7][CH:8]1[C:13]2([CH3:17])[CH2:14][CH2:15][CH2:16][C:9]1([CH3:19])[CH2:10][N:11]([CH3:18])[CH2:12]2.C[OH:21].O.[C:23](=O)([O-])[O-:24].[K+].[K+]>C(OCC)(=O)C>[CH3:23][O:24][C:2](=[O:21])[CH2:7][CH:8]1[C:13]2([CH3:17])[CH2:14][CH2:15][CH2:16][C:9]1([CH3:19])[CH2:10][N:11]([CH3:18])[CH2:12]2

Participants

6

Reactant 4

HCID 887MethanolHCID 962WaterHCID 11430Potassium CarbonateHCID 18670645HCID 18670645, compound

Product 1

HCID 23565313HCID 23565313, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To a solution of 1.78 g of 9-(1,3-dithian-2-ylidenemethyl)-1,3,5-trimethyl-3-azabicyclo[3.3.1]nonane in a solvent mixture of methanol (27 ml) with water (3 ml) was added 3.53 g of mercuric chloride under stirring and the resulting mixture was then refluxed for 20 hours. Next, the reaction mixture was poured into ethyl acetate/an aqueous solution of potassium carbonate and filtered through celite. After. distilling off the solvent under reduced pressure, the residue was purified by silica gel column chromatography (eluted with n-hexane/ethyl acetate) to thereby give 0.23 g of the title compound as a colorless oily substance.

Workup

  1. temperaturethe resulting mixture was then refluxed for 20 hours
  2. filtrationfiltered through celite
  3. distillationdistilling off the solvent under reduced pressure
  4. customthe residue was purified by silica gel column chromatography (eluted with n-hexane/ethyl acetate)

Sources & evidence

ORD record
ord-dbd49b8f40e0483a95c20d28cab7f6dd
Source dataset
uspto-grants-2003_02
Patent number
US06518423B1

Reaction notes

Loading…