Pyridine → HCID 14498258, compound

HRID 231274Notes

Reaction equation

HRID 231274 reaction equation
N1C=CC=CC=1.ClCCl.[S:10]([O-:14])(=[O:13])(=[O:12])[CH3:11].[OH:15][CH:16]([CH2:28][O:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH3:47])[CH2:17][S:18]([CH2:21][CH2:22][CH2:23][N+:24]([CH3:27])([CH3:26])[CH3:25])(=[O:20])=[O:19].[CH2:48]=[C:49]1[O:53][C:51](=[O:52])[CH2:50]1>CO>[S:10]([O-:14])(=[O:13])(=[O:12])[CH3:11].[C:51]([O:15][CH:16]([CH2:28][O:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH3:47])[CH2:17][S:18]([CH2:21][CH2:22][CH2:23][N+:24]([CH3:26])([CH3:25])[CH3:27])(=[O:20])=[O:19])(=[O:52])[CH2:50][C:49]([CH3:48])=[O:53]

Participants

6

Reactant 4

HCID 1049PyridineHCID 6344DichloromethaneHCID 12661DiketeneHCID 14498242HCID 14498242, compound

Product 1

HCID 14498258HCID 14498258, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In a mixed solvent consisting of 5 ml of pyridine and 20 ml of dichloromethane is dissolved 2.35 g of 3-[(2-hydroxy-3-octadecyloxypropyl)sulfonyl]propyltrimethylammonium mesylate, to which 2.5 ml of diketene is added dropwise with stirring under ice cooling. Thereafter, the mixture is stirred at room temperature for 5 hours, to which is then added 3 ml of methanol. The solvent is distilled off under reduced pressure to leave a residue which in turn is purified by silica gel column chromatography to yield 0.5 g of the captioned compound.

Workup

  1. stirringThereafter, the mixture is stirred at room temperature for 5 hours, to which
  2. distillationThe solvent is distilled off under reduced pressure
  3. customto leave a residue which in turn
  4. customis purified by silica gel column chromatography

Sources & evidence

ORD record
ord-28bf3a4dbf9745988e2be4873884b425
Source dataset
uspto-grants-1989_07
Patent number
US04845219

Reaction notes

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