2-AMINO-2-(2-HYDROXYPHENYL)ACETIC ACID Chemical Properties

Boiling point:

358.8±32.0 °C(Predicted)

Density 

1.396±0.06 g/cm3(Predicted)

storage temp. 

Inert atmosphere,Room Temperature

solubility 

DMSO (Slightly), Methanol (Slightly), Water (Slightly)

pka

1.82±0.10(Predicted)

form 

Solid

color 

White to Pale Red

Stability:

Hygroscopic

Safety Information

Risk Statements 

36/37/38

Safety Statements 

26-36/37/39

HS Code 

2922500090

2-AMINO-2-(2-HYDROXYPHENYL)ACETIC ACID Usage And Synthesis

Uses

α-Amino-2-hydroxybenzeneacetic Acid was studied for its role in treating, preventing or improving nonalcoholic fatty liver disease.

Synthesis

a) Salicylaldehyde and benzylamine (molar ratio 1:1) were dissolved in ethanol and the mixture was refluxed for 2 hours. The reaction was stirred at room temperature for an additional 2 h. The solvent was removed under reduced pressure to give the imine in quantitative yield. b) To the above obtained imine was added anhydrous tetrahydrofuran (THF), trimethylcyanosilane (TMSCN) was slowly added dropwise with a molar ratio iminization: TMSCN of 1: 3. The reaction mixture was stirred at room temperature for 40 h. The reaction mixture was added to a solution of saturated ammonium chloride followed by (NH4Cl), extracted with ether, the ether phase was washed with water, and finally dried with magnesium sulphate, and solvent was removed under vacuum, and it was ??-aminonitrile is obtained quantitatively as an oil. c) The obtained ??-aminonitrile is heated in concentrated hydrochloric acid at 60-70??C for 3 hours. Thereafter, the crude oil was allowed to cool and dried under reduced pressure. After drying, the residue was suspended in acetone, filtered and dried to give N-benzyl-2-hydroxyphenylglycine hydrochloride as a powdered solid in 97% yield. d) To a methanolic solution of (15% by weight in mass of substrate)-benzyl-2-hydroxyphenylglycine N was added a solution of hydrochloric acid in Pd (c) and then carried out under hydrogen pressure (50 psi) for 16 hours. The crude product was filtered and the solvent was removed under reduced pressure to give 2-hydroxyphenylglycine in 96% yield.

2-AMINO-2-(2-HYDROXYPHENYL)ACETIC ACID(25178-38-5)Related Product Information

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