Sodium Hydroxide → HCID 21849432, compound

HRID 862813Notes

Reaction equation

HRID 862813 reaction equation
C([NH:4][C:5]([CH2:16][C:17]#[C:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)([CH2:11][O:12]C(=O)C)[CH2:6][O:7]C(=O)C)(=O)C.[OH-].[Na+]>CO>[NH2:4][C:5]([CH2:16][C:17]#[C:18][C:19]1[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1)([CH2:11][OH:12])[CH2:6][OH:7]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 21849354HCID 21849354, compound

Product 1

HCID 21849432HCID 21849432, compoundYield 86.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2-Acetamido-1,3-diacetoxy-2-(3-phenyl-2-propynyl)propane (430 mg) was dissolved in 8 ml of methanol and 8 ml of a 1N aqueous sodium hydroxide solution was added thereto. The mixture was refluxed under heating for 2 hours. The solvent was distilled away and the residue was purified by silica gel column chromatography (methanol:chloroform=1:50-1:7) to give 230 mg of 2-amino-2-(3-phenyl-2-propynyl)-1,3-propanediol as a pale yellow, amorphous-like solid.

Workup

  1. temperatureThe mixture was refluxed
  2. temperatureunder heating for 2 hours
  3. distillationThe solvent was distilled away
  4. customthe residue was purified by silica gel column chromatography (methanol:chloroform=1:50-1:7)

Sources & evidence

ORD record
ord-ddc6d223676c42c19c63f927978d815f
Source dataset
uspto-grants-1998_02
Patent number
US05719176

Reaction notes

Loading…