Sodium Bicarbonate → 1-octacosanyl nicotinate

HRID 1434897Notes

Reaction equation

HRID 1434897 reaction equation
Cl.[C:2]([O:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH3:38])(=[O:9])[C:3]1[CH:8]=[CH:7][CH:6]=[N:5][CH:4]=1.C([O-])(O)=O.[Na+]>C(Cl)(Cl)Cl>[C:2]([O:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH3:38])(=[O:9])[C:3]1[CH:8]=[CH:7][CH:6]=[N:5][CH:4]=1

Participants

4

Reactant 2

HCID 516892Sodium BicarbonateHCID 68983956HCID 68983956, compound

Product 1

HCID 117062391-octacosanyl nicotinate

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To a solution of 1-octacosanyl nicotinate hydrochloride in warm CHCl3 was added saturated NaHCO3 slowly. The aqueous layer was kept basic and the mixture was stirred for 1 hour at room temperature. The organic layer was then separated, washed with deionized water, brine and dried over anhydrous Na2SO4. After the removal of the organic solvent, the residue was crystallized with CHCl3 to give 1-octacosanyl nicotinate as a pale yellow waxy solid, mp: 65-70° C.

Workup

  1. customThe organic layer was then separated
  2. washwashed with deionized water, brine
  3. dry with materialdried over anhydrous Na2SO4
  4. customAfter the removal of the organic solvent
  5. customthe residue was crystallized with CHCl3

Sources & evidence

ORD record
ord-1e4b25f4b17d421d806431f4f922af92
Source dataset
uspto-grants-2009_11
Patent number
US07615641B2

Reaction notes

Loading…