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The synthesis of deuterium‐labelled 2‐bromoethanol, acrylonitrile, acrylamide, 2‐aminoethanol, 2‐bromoethylamine hydrobromide and 1‐bromo‐2‐chloroethane
Author(s) -
Bird Ian,
Farmer Peter B.
Publication year - 1989
Publication title -
journal of labelled compounds and radiopharmaceuticals
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.432
H-Index - 47
eISSN - 1099-1344
pISSN - 0362-4803
DOI - 10.1002/jlcr.2580270211
Subject(s) - hydrobromide , acrylonitrile , chemistry , acrylamide , deuterium , medicinal chemistry , halogen , nitrobenzene , polymer chemistry , monomer , organic chemistry , photochemistry , polymer , catalysis , physics , quantum mechanics , copolymer , alkyl
Methods are described for the synthesis of C [ 2 H 4 ]‐2‐bromo‐ethanol, [1‐ 2 H 2 ]‐2‐bromoethanol, [2‐ 2 H 2 ]‐2‐bromoethanol, [ 2 H 3 ]‐acrylonitrile and [ 2 H 3 ]‐acrylamide from 2‐benzyloxyacetic acid. In the synthesis of [1‐ 2 H 2 ]‐1‐bromo‐2‐chloroethane and [2‐ 2 H 2 ]‐1‐bromo‐2‐chloroethane from chloroacetonitrile via deuterated 2‐aminoethanol and [1‐ 2 H 2 ]‐2‐bromoethylamine hydrobromide or [2‐ 2 H 2 ]‐2‐bromoethylamine hydrobromide some randomisation of the halogens occurred, and difficulties were experienced in preparing isotopically pure products.