Pyridine → HCID 54470746, compound

HRID 964369Notes

Reaction equation

HRID 964369 reaction equation
[C:1]([O:18][CH2:19][CH:20]([CH2:22][O:23][C:24](=[O:40])[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][CH2:38][CH3:39])[OH:21])(=[O:17])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16].Cl[C:42]([O:44][CH:45]([Cl:47])[CH3:46])=[O:43].N1C=CC=CC=1>C(Cl)(Cl)Cl.ClCCl>[Cl:47][CH:45]([O:44][C:42]([O:21][CH:20]([CH2:22][O:23][C:24](=[O:40])[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][CH2:38][CH3:39])[CH2:19][O:18][C:1](=[O:17])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16])=[O:43])[CH3:46]

Participants

6

Reactant 3

HCID 1049PyridineHCID 681491,3-DipalmitinHCID 5213051-Chloroethyl chloroformate

Product 1

HCID 54470746HCID 54470746, compound

Reagents, catalysts & solvents 2

HCID 6212ChloroformSolventHCID 6344DichloromethaneSolvent

Procedure

1,3-Dipalmitoylglycerol (2.5 g, 4.39 mmol) and 1-chloroethyl chloroformate (1.26 g, 8.79 mmol) were dissolved in chloroform (50 ml). To this was added anhydrous pyridine dropwise. The reaction mixture was stirred at ambient temperature for 5 days, diluted with dichloromethane and extracted with 0.5N HCl solution. The organic layer was washed with a saturated sodium bicarbonate solution, washed again with water, dried over sodium sulphate and concentrated to dryness. The waxy residue was dried under reduced pressure and used without further purification.

Workup

  1. extractionextracted with 0.5N HCl solution
  2. washThe organic layer was washed with a saturated sodium bicarbonate solution
  3. washwashed again with water
  4. dry with materialdried over sodium sulphate
  5. concentrationconcentrated to dryness
  6. customThe waxy residue was dried under reduced pressure
  7. customused without further purification

Sources & evidence

ORD record
ord-751679febeca4f908516648c3d836812
Source dataset
uspto-grants-1998_06
Patent number
US05767299

Reaction notes

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