20-Bromoicosan-1-ol → HCID 86625395, compound

HRID 217093Notes

Reaction equation

HRID 217093 reaction equation
[CH3:1][N:2]([CH2:4][CH:5]([O:25][C:26](=[O:42])[CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH3:41])[CH2:6][O:7][C:8](=[O:24])[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23])[CH3:3].[Br:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH2:54][CH2:55][CH2:56][CH2:57][CH2:58][CH2:59][CH2:60][CH2:61][CH2:62][CH2:63][OH:64]>C(#N)C>[Br-:43].[C:26]([O:25][CH:5]([CH2:6][O:7][C:8](=[O:24])[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23])[CH2:4][N+:2]([CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH2:54][CH2:55][CH2:56][CH2:57][CH2:58][CH2:59][CH2:60][CH2:61][CH2:62][CH2:63][OH:64])([CH3:3])[CH3:1])(=[O:42])[CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH3:41]

Participants

4

Reactant 2

HCID 517665320-Bromoicosan-1-olHCID 105315561,2-Dipalmitoyl-3-dimethylammonium-propane

Product 1

HCID 86625395HCID 86625395, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Synthesis was performed as described in example 19 step b using 17.89 g Hexadecanoic acid 1-dimethylaminomethyl-2-hexadecanoyloxy-ethyl ester, 11.33 g 20-Bromo-icosan-1-ol and 500 ml acetonitrile. The crude product was recrystallized from chloroform/methanol 3:1 and purity of the product was judged by thin layer chromatography and 1H-NMR.

Workup

  1. customSynthesis
  2. customThe crude product was recrystallized from chloroform/methanol 3:1 and purity of the product

Sources & evidence

ORD record
ord-ad9bd214df004389a821aa93bd07fd0f
Source dataset
uspto-grants-2012_06
Patent number
US08193246B2

Reaction notes

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