Basic hydrolysis of cinnamyl chloride

1982 ◽  
Vol 47 (1) ◽  
pp. 290-295
Author(s):  
Libor Červený ◽  
Marie Křivská ◽  
Antonín Marhoul ◽  
Vlastimil Růžička

Basic hydrolysis of 3-chloro-1-phenyl-1-propene (cinnamyl chloride) to 3-phenyl-2-propen-1-ol (cinnamyl alcohol) and 1-phenyl-2-propen-1-ol was studied. The effects of the base type, presence of triethylbenzylammonium chloride as a phase transfer catalyst, and temperature were examined.

2014 ◽  
Vol 938 ◽  
pp. 164-169
Author(s):  
V. Lakshmi Narayanan ◽  
M.J. Umapathy

1,4-Bis (dimethyl) benzyl octyl ethylene diammonium bromide chloride has been synthesized, characterized and applied as new phase transfer catalyst in the alkaline hydrolysis of PET leading to depolymerisation. The new phase transfer catalyst has been compared with the alkaline hydrolysis of PET using zinc sulfate as catalyst in the depolymerization. It was found that the newly synthesized phase transfer catalyst exhibited excellent conversion than the alkaline hydrolysis of PET using zinc sulfate as catalyst.


2010 ◽  
Vol 113-116 ◽  
pp. 1990-1992 ◽  
Author(s):  
Yong Zhang ◽  
Hong Jun Zang ◽  
Bo Wen Cheng

Alkaline hydrolysis of substituted benzyl chloride (BzCl) in ionic liquid [bmim]BF4 is investigated. The presence of the [bmim]BF4, increased the solubility of substituted BzCl in aqueous solutions and increased the selectivity toward the formation of benzyl alcohol. The main advantages of the present procedure are shorter time, higher yields, benignancy to environment and no by-products.


2016 ◽  
Vol 81 (1) ◽  
pp. 23-28
Author(s):  
Yu-Wen Li ◽  
Cui-Li Ma

4-(3,4-Dihydroxybenzoyloxymethyl)phenyl-O-?-D-glucopyranoside (DBPG, 1 ), a polyphenolic glycoside previously isolated from Oregano(Origanum vulgare L.) in 0.08% isolated yield, was synthesized in five chemical steps with 41.4% overall yield. First, 4-(hydroxymethylphenyl)-2,3,4,6-tetra-O-acetyl-b-D-glucopyranoside 4 was obtained in 53.2% yield by selective glycosylation of 4-hydroxybenzyl alcohol 3 with 2,3,4,6-tetra-O-acetyl-?-D-glucopyranosyl bromide 2 in a mixture of chlorobenzene and aqueous CsOH using triethylbenzylammonium chloride (TEBAC) as a phase transfer catalyst. Then, this product was esterified with 3,4-diacetoxylbenzoyl chloride 7 to generate 4-(3,4-diacetoxybenzoyloxy-methyl) phenyl 2,3,4,6-tetra-O-acetyl-b-D-glucopyranoside 8 in 95% yield. Finally, selectively global deacetylation of 8 was performed in a mixture of dibutyltin oxide and methanol under reflux to afford 1 in 94.8% yield.


2015 ◽  
Vol 12 (1) ◽  
pp. 3910-3918 ◽  
Author(s):  
Dr Remon M Zaki ◽  
Prof Adel M. Kamal El-Dean ◽  
Dr Nermin A Marzouk ◽  
Prof Jehan A Micky ◽  
Mrs Rasha H Ahmed

 Incorporating selenium metal bonded to the pyridine nucleus was achieved by the reaction of selenium metal with 2-chloropyridine carbonitrile 1 in the presence of sodium borohydride as reducing agent. The resulting non isolated selanyl sodium salt was subjected to react with various α-halogenated carbonyl compounds to afford the selenyl pyridine derivatives 3a-f  which compounds 3a-d underwent Thorpe-Ziegler cyclization to give 1-amino-2-substitutedselenolo[2,3-b]pyridine compounds 4a-d, while the other compounds 3e,f failed to be cyclized. Basic hydrolysis of amino selenolo[2,3-b]pyridine carboxylate 4a followed by decarboxylation furnished the corresponding amino selenolopyridine compound 6 which was used as a versatile precursor for synthesis of other heterocyclic compound 7-16. All the newly synthesized compounds were established by elemental and spectral analysis (IR, 1H NMR) in addition to mass spectra for some of them hoping these compounds afforded high biological activity.


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