Ethanolamine → HCID 20433010, compound

HRID 371785Notes

Reaction equation

HRID 371785 reaction equation
[CH2:1]([N:19]([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][CH2:38][CH2:39][CH2:40][CH3:41])[CH2:20][CH2:21][CH2:22]O)[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][CH2:16][CH2:17][CH3:18].CS(Cl)(=O)=O.[CH2:47]([CH2:49][NH2:50])[OH:48]>C(Cl)(Cl)Cl>[OH:48][CH2:47][CH2:49][NH:50][CH2:22][CH2:21][CH2:20][N:19]([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][CH2:38][CH2:39][CH2:40][CH3:41])[CH2:1][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][CH2:16][CH2:17][CH3:18]

Participants

5

Reactant 3

HCID 700EthanolamineHCID 31297Methanesulfonyl chlorideHCID 20073681HCID 20073681, compound

Product 1

HCID 20433010HCID 20433010, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

To a stirred solution of N,N-dioctadecyl-3-aminopropanol (1.16 g., 2 mM.) in chloroform (30 ml.) is added methanesulfonyl chloride (0.285 g., 2.5 mM.) and the mixture stirred for seventy-five minutes. Ethanolamine (1.22 g., 20 mM.) is added and the mixture refluxed for forty-five minutes, then cooled and diluted with chloroform (200 ml.). The chloroform solution is washed successively with aqueous sodium hydroxide (5 percent), water and saturated aqueous sodium chloride. It is then dried (Na2SO4) and concentrated to a waxy solid.

Workup

  1. temperaturethe mixture refluxed for forty-five minutes
  2. temperaturecooled
  3. washThe chloroform solution is washed successively with aqueous sodium hydroxide (5 percent), water and saturated aqueous sodium chloride
  4. dry with materialIt is then dried (Na2SO4)
  5. concentrationconcentrated to a waxy solid

Sources & evidence

ORD record
ord-ebafe9da980a4426a4f57aa39ba46923
Source dataset
uspto-grants-1978_05
Patent number
US04087552

Reaction notes

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