Toluene → HCID 19764338, compound

HRID 248162Notes

Reaction equation

HRID 248162 reaction equation
[Br-:1].[OH:2][CH:3]([CH2:14][O: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][CH3:33])[CH2:4][O:5][CH2:6][CH2:7][CH2:8][CH2:9][N+:10]([CH3:13])([CH3:12])[CH3:11].C1(C)C=CC=CC=1.[C:41](OC(=O)C)(=[O:43])[CH3:42]>>[Br-:1].[C:41]([O:2][CH:3]([CH2:14][O: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][CH3:33])[CH2:4][O:5][CH2:6][CH2:7][CH2:8][CH2:9][N+:10]([CH3:11])([CH3:13])[CH3:12])(=[O:43])[CH3:42]

Participants

4

Reactant 3

HCID 1140TolueneHCID 7918Acetic AnhydrideHCID 19764391HCID 19764391, compound

Product 1

HCID 19764338HCID 19764338, compound

Procedure

A solution of 580 mg of 4-[2-hydroxy-3-(octadecyloxy)-propoxy]-N,N,N-trimethyl-1-butanaminium bromide in 5 ml of acetic anhydride is stirred at reflux under inert gas for 15 minutes. Toluene is added and the solvents evaporated followed by several additional toluene evaporations. The residue is stirred with ether and stored at 0° C. for several days. The resulting solid is collected and dried to give 480 mg of the desired product.

Workup

  1. temperatureat reflux under inert gas for 15 minutes
  2. customthe solvents evaporated
  3. waitstored at 0° C. for several days
  4. customThe resulting solid is collected
  5. customdried

Sources & evidence

ORD record
ord-75f0174df60e40a8aef0cf877c8ac89d
Source dataset
uspto-grants-1993_05
Patent number
US05208223

Reaction notes

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