Sodium Hydroxide → HCID 53669309, compound

HRID 617835Notes

Reaction equation

HRID 617835 reaction equation
C([NH:4][C:5]([CH2:16][CH:17]=[CH: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][CH:17]=[CH: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 53858407HCID 53858407, compound

Product 1

HCID 53669309HCID 53669309, compoundYield 66.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2-Acetamido-1,3-diacetoxy-2-(3-phenyl-2-propenyl)propane (170 mg) was dissolved in 6 ml of methanol and 6 ml of a 1 N aqueous sodium hydroxide solution was added thereto. The mixture was refluxed under heating for 3 hours. After the reaction, the solvent was distilled away and the residue was purified by silica gel column chromatography (methanol: chloroform=1:30-1:6) to give 70 mg of 2-amino-2-(3-phenyl-2-propenyl)-1,3-propanediol as pale brown crystals.

Workup

  1. temperatureThe mixture was refluxed
  2. temperatureunder heating for 3 hours
  3. customAfter the reaction
  4. distillationthe solvent was distilled away
  5. customthe residue was purified by silica gel column chromatography (methanol: chloroform=1:30-1:6)

Sources & evidence

ORD record
ord-50e452c10f1e49a4b0798c1897efb309
Source dataset
uspto-grants-1999_09
Patent number
US05952316

Reaction notes

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