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Preparation of methylcyclopentane‐1‐d 1
Author(s) -
Fǎrcaşiu Dan,
Drevon Geraldine
Publication year - 2000
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/(sici)1099-1344(20000315)43:3<237::aid-jlcr308>3.0.co;2-f
Subject(s) - chemistry , methylcyclopentane , bromine , aqueous solution , sodium hydroxide , yield (engineering) , potassium hydroxide , potassium permanganate , solvent , inorganic chemistry , organic chemistry , catalysis , platinum , materials science , metallurgy
The title compound has been prepared in 70% yield by the reaction between 1‐chloro‐1‐methylcyclopentane and deuterotributylstannane, without solvent. Small amounts (0.7–3.5%) of unreacted starting material remained after the reaction and were removed by solvolytic HCl elimination with water or aqueous sodium hydroxide, followed by oxidation with potassium permanganate or bromine addition at low temperature, which form products of low volatility. Small amounts of a by‐product, deuterobutane, resulting from the cleavage of the carbon‐tin bond in the reactant were also observed in the product. Copyright © 2000 John Wiley & Sons, Ltd.