Sodium Hydroxide → HCID 21849211, compound

HRID 862815Notes

Reaction equation

HRID 862815 reaction equation
C([NH:4][C:5]([CH2:16][CH2:17][CH2:18][CH2:19][C:20]1[CH:25]=[CH:24][C:23]([CH2:26][CH2:27][CH2:28][CH3:29])=[CH:22][CH:21]=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][CH2:17][CH2:18][CH2:19][C:20]1[CH:25]=[CH:24][C:23]([CH2:26][CH2:27][CH2:28][CH3:29])=[CH:22][CH:21]=1)([CH2:11][OH:12])[CH2:6][OH:7]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 21849147HCID 21849147, compound

Product 1

HCID 21849211HCID 21849211, compoundYield 54.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2-Acetamido-1,3-diacetoxy-2-[4-(4-butylphenyl)butyl]propane (66.2 mg) was dissolved in 2 ml of methanol and 2 ml of a 1N aqueous sodium hydroxide solution was added thereto. The mixture was refluxed under heating for 4 hours. The solvent was distilled away and the residue was purified by silica gel thin layer chromatography (methanol:chloroform=1:4) to give 24.9 mg of 2-amino-2-[4-(4-butylphenyl)butyl]-1,3-propanediol as white crystals.

Workup

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

Sources & evidence

ORD record
ord-1543f6e29437488facab65e0b1be4876
Source dataset
uspto-grants-1998_02
Patent number
US05719176

Reaction notes

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