Synthesis of  DL ‐2‐( p ‐hydroxyphenyl)glycine by the ammonolysis of  p ‐hydroxymandelic acid obtained by the condensation of phenol with glyoxylic acid | Zendy

Powar Netaji P. | Zendy; Chandalia Sampatraj B. | Zendy

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Synthesis of DL ‐2‐( p ‐hydroxyphenyl)glycine by the ammonolysis of p ‐hydroxymandelic acid obtained by the condensation of phenol with glyoxylic acid

Author(s) -

Powar Netaji P.,

Chandalia Sampatraj B.

Publication year - 1989

Publication title -

journal of chemical technology and biotechnology

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.64

H-Index - 117

eISSN - 1097-4660

pISSN - 0268-2575

DOI - 10.1002/jctb.280460306

Subject(s) - mandelic acid , glyoxylic acid , chemistry , glycine , phenol , ammonia , condensation , salt (chemistry) , yield (engineering) , condensation reaction , ammonium chloride , nuclear chemistry , organic chemistry , catalysis , amino acid , biochemistry , physics , materials science , metallurgy , thermodynamics

Synthesis of DL ‐2‐( p ‐hydroxyphenyl)glycine by the ammonolysis of p ‐hydroxymandelic acid obtained by the condensation of phenol and glyoxylic acid was investigated. Different procedures for the isolation of p ‐hydroxymandelic acid from the product mixture after the condensation step were considered. The ammonolysis of the mandelic acid could be suitably carried out at 115°C using a 10:1 mole ratio of ammonia to p ‐hydroxymandelic acid in the presence of ammonium chloride. A yield of glycine as high as 92% could be obtained when an overall conversion of the mandelic acid was about 80 %. The reaction was found to be first order with respect to the mandelic acid up to a reaction period of 6 h.

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