2-Amino-2-methyl-1,3-propanediol → HCID 131720357, compound

HRID 1939845Notes

Reaction equation

HRID 1939845 reaction equation
[NH2:1][C:2]([CH3:7])([CH2:5][OH:6])[CH2:3][OH:4].[C:8]([OH:27])(=O)[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15]/[CH:16]=[CH:17]\[CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25].[OH2:28].[C:29]1([CH3:39])[CH:34]=[CH:33][C:32](S(O)(=O)=O)=[CH:31][CH:30]=1>C1(C)C=CC=CC=1>[C:18]([O:4][CH2:3][C:2]([NH2:1])([CH3:7])[CH2:5][O:6][C:8](=[O:27])[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15]/[CH:16]=[CH:17]\[CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25])(=[O:28])[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]/[CH:10]=[CH:9]\[CH2:8][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:29][CH3:39]

Participants

5

Reactant 3

HCID 15312-Amino-2-methyl-1,3-propanediolHCID 445639Oleic AcidHCID 521998p-Toluenesulfonic acid monohydrate

Product 1

HCID 131720357HCID 131720357, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of 2-amino-2-methyl-1,3-propanediol (5.26 g), oleic acid (33.4 mL) and p-toluenesulfonic acid monohydrate (11.0 g) in toluene (75 mL) was refluxed under nitrogen. Water was separated from the distillate in a Barrett distilling receiver. When the theoretical amount of water (3.3 g) was collected, the heating was stopped and the toluene removed in vacuo on a rotary evaporator. The product was a thick yellow oil.

Workup

  1. temperaturewas refluxed under nitrogen
  2. customWater was separated from the distillate in a Barrett
  3. distillationdistilling receiver
  4. customWhen the theoretical amount of water (3.3 g) was collected
  5. customthe toluene removed in vacuo on a rotary evaporator

Sources & evidence

ORD record
ord-3180150b5d4441f0a8c5555737b2b952
Source dataset
uspto-grants-1997_12
Patent number
US05698016

Reaction notes

Loading…