91976-53-3Relevant articles and documents
Preparation method of cannabidiol
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Paragraph 0028; 0034-0035; 0036-0037, (2021/11/06)
The invention discloses a preparation method of cannabidiol. To the method, malonate type compounds and hexanal serve as starting materials, Knoevenagel condensation reaction is carried out under basic conditions to obtain compound (3). The obtained compound (3) and the acetoacetate compound undergo Michael addition and intramolecular Aldol condensation reaction under basic conditions to obtain compound (5). Compound (5) is subjected to oxidative aromatization to give compound (6). Compound (6) and (+) - trans - are subjected to -2-8 - alkylation to give compound (-1 -) under acidic conditions to mint Friedel, Crafts diene 8 alcohol. The finally obtained compound (8) is subjected to high-temperature hydrolysis decarboxylation to obtain the target compound cannabidiol (CBD) under an alkaline condition, and has the CBD) high reaction selectivity, no isomer formation, high total yield, less byproducts, easy purification of the product, low process cost and easy realization of industrial production.
Bronsted base-modulated Regioselective Pd-catalyzed intramolecular aerobic oxidative amination of alkenes: Formation of seven-membered amides and evidence for allylic C-H activation
Wu, Liang,Qiu, Shuifa,Liu, Guosheng
supporting information; scheme or table, p. 2707 - 2710 (2009/10/10)
A novel palladium-catalyzed intramolecular aerobic oxidative allylic C-H amination of olefins has been developed. Bronsted base can modulate the regioselectivity, favoring the formation of 7-membered rings. Mechanistic studies using deuterium-labeled substrates as probes support a rate-determining allylic C-H activation/irreversible reductive elimination pathway.
INFLUENCE OF HETEROAROMATIC AMINES TO KNOEVENANGEL CONDENSATION
Yamanaka, Hiroshi,Yokoyama, Masaaki,Sakamoto, Takao,Shiraishi, Takayuki,Sagi, Mataichi,Mizugaki, Michinao
, p. 1541 - 1544 (2007/10/02)
In the Knoevenagel condensation of hexanal and malonic acid, the ratio of α,β-and β,γ-unsaturated acids was remarkably affected by the nature of tertiary amines used as a catalyst.That is, the condensation in pyridine or isoquinoline gave 2-octenoic acid selectively, whereas the condensation in 2-methylpyridine, 2,6-dimethylpyridine, or quinoline gave 3-octenoic acid as the main product.