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The synthesis of 14C and 3H-labeled N-(2-p-azidophenylethyl)-norlevorphanol

✍ Scribed by J. I. Degraw; J. S. Engstrom

Publisher
John Wiley and Sons
Year
1975
Tongue
French
Weight
254 KB
Volume
11
Category
Article
ISSN
0022-2135

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✦ Synopsis

Abstract

Synthetic procedures for N‐(2‐p–azidophenylethyl)‐norlevorphanol (9) labeled with ^14^C and ^3^H at the 1‐position of the 2‐phenylethyl moiety are presented. A process for synthesis of p‐nitrophenylacetic‐1‐^14^C acid from p‐chloro‐nitrobenzene and methyl cyano‐^14^C‐acetate is described. The nitro acid was converted to 9 in a six step procedure, proceeding through 2‐(p‐aminophenyl)ethanol (6) as a key intermediate. The alcohol (6) was also prepared with ^3^H label via reduction of methyl p‐aminophenylacetate with sodium borotritide‐aluminium chloride.

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