Phenolphthalein → (-)-alpha-Amino-4-hydroxy-3-(methoxymethyl)benzeneacetic acid methyl ester

HRID 225313

Reaction equation

HRID 225313 reaction equation
Cl.[CH3:2][O:3][C:4](=[O:17])[CH:5]([NH2:16])[C:6]1[CH:11]=[CH:10][C:9]([OH:12])=[C:8]([CH2:13][O:14][CH3:15])[CH:7]=1.[OH-].[K+].C1C=CC2C(C3C=CC(O)=CC=3)(C3C=CC(O)=CC=3)OC(=O)C=2C=1>CO>[CH3:2][O:3][C:4](=[O:17])[CH:5]([NH2:16])[C:6]1[CH:11]=[CH:10][C:9]([OH:12])=[C:8]([CH2:13][O:14][CH3:15])[CH:7]=1

Participants

5

Reactant 3

HCID 4764PhenolphthaleinHCID 14797Potassium HydroxideHCID 70585116(-)-alpha-Amino-4-hydroxy-3-(methoxymethyl)benzeneacetic acid methyl ester hydrochloride

Product 1

HCID 53644499(-)-alpha-Amino-4-hydroxy-3-(methoxymethyl)benzeneacetic acid methyl ester

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

(-)-α-Amino-4-hydroxy-3-(methoxymethyl)benzeneacetic acid methyl ester hydrochloride is dissolved in a minimum amount of methanol. To this solution is added methanolic potassium hydroxide until a basic reaction to phenolphthalein is observed. The potassium chloride which precipitates is removed and the solvent is removed under vacuum to give a quantitative yield of the title compound.

Workup

  1. customThe potassium chloride which precipitates
  2. customis removed
  3. customthe solvent is removed under vacuum

Sources & evidence

ORD record
ord-22c0988786fe4376a47651056bc6e2c5
Source dataset
uspto-grants-1980_11
Patent number
US04236002

Linked notes

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