3-MERCAPTOQUINUCLIDINE

Authors
  1. Shaw, K.B.
Corporate Authors
Defence Chemical Biological and Radiation Labs, Ottawa ONT (CAN)
Abstract
The note describes the preparation of 3-mercaptoquinuclidine. A route to 3-mercaptoquinuclidine not involving displacement of a substituent in the 3-position of the quinuclidine ring was required. Reduction of 3,3-dimercaptoquinuclidine with sodium borohydride in isopropanol solution, as in the preparation of 1-methyl-4-mercaptopiperidine from 1-methyl-4-4-dimercaptopiperidine (3), gave no identifiable product but, with a modified work-up, 3-mercaptoquinuclidine was obtained in about 50% yield. A by product of the reaction was probably the corresponding disulfide formed by the oxidation of the thiol in the alkaline medium, although the reaction had been worked up under nitrogen as far as possible.
Report Number
DCBRL-455A — Reprint; Previously accessioned as DSIS 66-02270
Date of publication
15 Jun 1965
Number of Pages
6
Reprinted from
Canadian J of Chemistry, vol 43, 1965, p 3112-3115
DSTKIM No
92-03835
CANDIS No
127168
Format(s):
Hardcopy;Originator's fiche received by DSIS

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