70329-63-4

Upstream product

• 21889-88-3 hept-6-en-2-one 
• 106-38-7 para-bromotoluene 
• 78518-93-1 5-(p-Tolyl)-hexanal 
• 19493-09-5 Methylenetriphenylphosphorane 
• 1119-51-3 bromopentene 
• 75227-11-1 Ethyl 5-(p-tolyl)hexanoate 
• 75227-09-7 2-(3-p-Tolyl-butyl)-malonic acid diethyl ester 
• 75227-10-0 2-(3-p-Tolyl-butyl)-malonic acid monoethyl ester 
• 83912-17-8 Ethyl 5-hydroxy-5-(p-tolyl)hexanoate 
• 28591-18-6 5-(4-methylphenyl)hexan-1-ol 
• 4761-26-6 ethyl 2-carbethoxy-5-oxocaproate 
• 13984-57-1 ethyl 5-oxohexanoate 
• 64841-44-7 5-<2'-(tetrahydropyranyloxy)>-1-pentene 

Relevant academic research and scientific papers

Synthesis of (Z)-6-heneicosen-11-one, (+/-)(Z)-14-methyl-8-hexadecen-1-ol and (+/-)-5,6-dehydrosenedigitalene

Three naturally occurring compounds (Z)-6-heneicosen-11-one (1), (+/-)-(Z)-14-methyl-8-hexadecen-1-ol (2) and (+/-)-5,6-dehydrosenedigitalene (3) have been synthesised using lithium tetrachlorocuperate catalysed coupling reaction.

SYNTHESIS VIA ULTRASOUND: A CONVENIENT SYNTHESIS OF 6-(4-TOLYL)HEPT-1-ENE AND 6-(2-OXO-4-METHYLCYCLOHEX-3-EN-1-YL)HEPT-1-ENE

6-(4-Tolyl)hept-1-ene (I) and 6-(2-oxo-4-methylcyclohex-3-en-1-yl)hept-1-ene (II), monocyclic norsesquiterpenes from aerial parts of South Africa Senecio digitalifolium, have been synthesized using ultrasonic waves and tandem phenylation reduction.

A New Synthesis of (+/-)-5,6-Dehydrosenedigitalene

Ethyl 2-carbethoxy-5-oxohexanoate (II) on heating with NaCl in DMSO-water mixture gives the monoester (III) which when submitted to selective Grignard reaction with p-tolylmagnesium bromide furnishes ethyl 5-hydroxy-5-(p-tolyl)hexanoate (IV).The benzylic alcohol (IV) on catalytic hydrogenolysis gives ethyl 5-(p-tolyl)hexanoate (V) which on reduction with LAH provides the alcohol (VI).Oxidation of VI with Corey's reagent furnishes the aldehyde (VII) which on Wittig reaction with methylenetriphenylphosphorane in DMSO yields the title compound (I).