A practical and convenient synthesis of hotrienol, an excellent fruity smelling compound.
The practical and convenient synthesis of hotrienol, which is an excellent fruity smelling compound, has been performed by the ene-type chlorination of linalyl acetate and then dehydrochlorinated by lithium bromide and lithium carbonate in DMF, followed by hydrolysis in three steps with an overall yield of 55%.
Yuasa
Yoshifumi
Y
Technical Engineering Department, Fine Chemical Division, Takasago International Corporation, 1-5-1 Nishiyawata, Hiratsuka, Kanagawa, 254-0073, Japan. yoshifumi_yuasa@takasago.com
Kato
Yasushi
Y
D000475:Alkenes / Q000138:chemical synthesis*; D001965:Bromides / Q000737:chemistry; D002713:Chlorine / Q000737:chemistry; D005638:Fruit; D006868:Hydrolysis; D016651:Lithium Carbonate / Q000737:chemistry; D018020:Lithium Compounds / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D039821:Monoterpenes / Q000737:chemistry; D009812:Odorants
D000475:Alkenes; D001965:Bromides; D018020:Lithium Compounds; D039821:Monoterpenes; D016651:Lithium Carbonate; D002713:Chlorine; C074463:linalyl acetate; C040949:lithium bromide; C476493:3,7-dimethyl-1,5(E),7-octatrien-3-ol