Procedure for the preparation of low-boiling alcohols and amines via lithium aluminum hydride and deuteride reduction

Mechanism of the thermal decomposition of carbonyl(.eta.5-cyclopentadienyl)triphenylphosphineiron(II) alkyl derivatives into carbonyl(.eta.5-cyclopentadienyl)hydrido(triphenylphosphine)iron(II) and olefin

“…The preparation of 1butanol-/,7-d2 was similar to the procedure of Friedman and Jurewicz. 21 The alcohol (7.2 g, 94.6 mmol) was converted to the chloride by reaction with zinc chloride (24.0 g, 176 mmol) and concentrated hydrochloric acid (16 ml). The reaction mixture was heated slowly to reflux for 90 min and the «-butyl chloride was distilled from the reaction vessel.…”

Mass spectrometry in structural and stereochemical problems. CLXXXIII. A study of the electron impact induced fragmentation of aliphatic aldehydes

“…Acetic-oh acid was reduced with lithium aluminum hydride in dry diglyme. 21 The labeled ethanol obtained was treated with H2S04-HBr to form the bromide, and the alkyl chain was extended to six by successive diethyl malonate alkylations, hydrolyses, and decarboxylations. Conversion to hexyl-6,6,6-í/3 bromide and carbonation of the corresponding Grignard reagent gave heptanoic-7,7,7-i/3 acid.…”

Enolization of 3-Pentanone-2,2-d2: Deuterium Kinetic Isotope Effects and Stereoselectivity

“…Ethanol-1,1-d 2 was synthesized according to the procedure of Friedman and Jurewicz (12). LiAlD 4 (5 g, 0.12 mol, Aldrich 98%D) in 80 ml of dry 5,8,11trioxapentadecane was cooled to 0ЊC, followed by a slow addition of 17.3 g of 3methylbutyl acetate (dried over K 2 CO 3 and distilled) via a dropping funnel over 1 h. The entire procedure was carried out under a N 2 atmosphere.…”