84651-10-5Relevant articles and documents
Direct functionalization of arenes by primary alcohol sulfonate esters catalyzed by gold(III)
Shi, Zhangjie,He, Chuan
, p. 13596 - 13597 (2007/10/03)
Alkylation of arenes by primary alcohol triflate or methanesulfonate esters can be efficiently catalyzed by AuCl3 with silver triflate. Copyright
Dehydration Studies of α- and β-Ionol. II With Toluene-p-sulfonic Acid
Whitfield, Frank B.,Sugowdz, Galina,Hlubucek, Joseph R.
, p. 2131 - 2144 (2007/10/02)
α-Ionol (2), when made to react with a 5percent solution of toluene-p-sulfonic acid at 20 deg C for 120 h, gave in 20percent yield one major dehydration product (1'E)-6-(buta-1',3'dienyl)-1,5,5-trimethylcyclohex-1-ene (4a) together with trace quantities of the (1'Z)-isomer (4b). β-Ionol (3) under similar conditions gave after 10 min in 84percent yield (6E,2'E)- and (6Z,2'E)-6-(but-2'-enylidene)-1,5,5-trimethylcyclohex-1-ene (1a) and (1b).Minor products from this reaction included the isomeric trienes (1c) and (1d).However, at 80 deg C the alcohols (2) and (3) gave in about 60percent yields complex mixtures of dehydration products which included 1-butyl-2,3,6-trimethylbenzene (7), 1-butyl-2,4,6-trimethylbenzene (8), 1,1,6-trimethyl-1,2,3,4-tetrahydronaphthalene (9), and 1,1,4,4-tetramethyl-2,3,4,5,6,7-hexahydro-1H-indene (10).Minor products obtained at 80 deg C included 1,1,4,4- tetramethyl-2,4,5,6-tetrahydro-1H-indene (11) and 1,4,4,7a-tetramethyl-5,6,7,7a-tetrahydro-4H-indene (12).The trienes (1a-d) and (4a,b) when reacted with toluene-p-sulfonic acid at 80 deg C also yielded the compounds (7), (8), (9) and (10).Reaction pathways are suggested for the formation of all identified compounds
