Hydrochloric Acid → HCID 21849356, compound

HRID 1451569Notes

Reaction equation

HRID 1451569 reaction equation
C([NH:4][C:5]([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][CH2:33][CH2:34][CH3:35])([CH2:11][O:12]C(=O)C)[CH2:6][O:7]C(=O)C)(=O)C.[OH-].[Na+].[ClH:38]>CO>[ClH:38].[NH2:4][C:5]([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][CH2:33][CH2:34][CH3:35])([CH2:6][OH:7])[CH2:11][OH:12]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 10720126HCID 10720126, compound

Product 1

HCID 21849356HCID 21849356, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2-Acetamido-1,3-diacetoxy-2-icosylpropane (1.5 g) was dissolved in 40 ml of methanol and 9.6 ml of a 1N aqueous sodium hydroxide solution was added thereto. The mixture was refluxed under heating for 6 hours. The mixture was neutralized with a 1N aqueous hydrochloric acid solution and the reaction mixture was concentrated under reduced pressure. The concentrate was washed with water and ethyl acetate:hexane =1:1 in order to give 817 mg of 2-amino-2-icosyl-1,3-propanediol hydrochloride.

Workup

  1. temperatureThe mixture was refluxed
  2. temperatureunder heating for 6 hours
  3. concentrationthe reaction mixture was concentrated under reduced pressure
  4. washThe concentrate was washed with water and ethyl acetate

Sources & evidence

ORD record
ord-bd98e45d328f438c8d3325a4e59d991c
Source dataset
uspto-grants-1997_02
Patent number
US05604229

Reaction notes

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