Direct addition of supercritical alcohols, acetone or acetonitrile to the alkenes without catalysts

Tetrahedron Letters

Volumn 48, Issue 48, 2007, Pages 8460-8463

  Kamitanaka, Takashi ^a,b   Hikida, Tatsuyoshi ^a   Hayashi, Satoshi ^a   Kishida, Nobuhiro ^a   Matsuda, Tomoko ^c   Harada, Tadao ^a  

^a RYUKOKU UNIVERSITY   (Japan)

^b INDUSTRIAL RESEARCH CENTER OF SHIGA PREFECTURE   (Japan)

^c TOKYO INSTITUTE OF TECHNOLOGY   (Japan)

Author keywords

Acetonylation; Carbon carbon bond forming reaction; Hydroxyalkylation; Supercritical fluid; Uncatalyzed reaction

Indexed keywords

ACETONE; ACETONITRILE DERIVATIVE; ALCOHOL DERIVATIVE; ALKENE DERIVATIVE; STYRENE;

ADDITION REACTION; ALKYLATION; ARTICLE; CATALYSIS; CATALYST; CHEMICAL BOND;

EID: 35549010120     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2007.09.159     Document Type: Article

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23. Formation of diacetone alcohol (4-hydroxy-4-methyl-2-pentanone), mesityl oxide (4-methyl-3-pentene-2-one) and phorone (2,6-dimethyl-2,5-heptadiene-4-one) was confirmed. They are presumed to be the condensation products between the acetone molecules.
24. Formation of toluene was confirmed as a by-product in 21% yield. Condensation products of acetonitrile molecules were not detected by the GC analysis.