Preparation of alkylated dodechydronaphto[2,1-b]furans

• Main Authors: LAUTERBACH; GERALD, HICKMANN; ECKHARD, BECKER; RAINER, GRAMLICH; WALTER
• Format: Patent
• Language: English
• Published: 17.04.1990
• Subjects: ANIMAL AND VEGETABLE OILS, FATS, FATTY SUBSTANCES AND WAXES; APPARATUS THEREFOR; CANDLES; CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOIDCHEMISTRY; CHEMISTRY; DETERGENTS; ESSENTIAL OILS; FATTY ACIDS THEREFROM; GENERAL METHODS OF ORGANIC CHEMISTRY; HETEROCYCLIC COMPOUNDS; METALLURGY; ORGANIC CHEMISTRY; PERFORMING OPERATIONS; PERFUMES; PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL; PRODUCING (PRESSING, EXTRACTION), REFINING AND PRESERVINGFATS, FATTY SUBSTANCES (e.g. LANOLIN), FATTY OILS AND WAXES,INCLUDING EXTRACTION FROM WASTE MATERIALS; THEIR RELEVANT APPARATUS; TRANSPORTING

Alkylated dodecahydronaphtho[2,1-b]furans of the general formula I (I) where R1 and R2 are identical and each is hydrogen or methyl are prepared by reacting alkylated 2-hydroxydecahydronaphthalene-1-ethanol of the formula II (II) where R1 and R2 are as defined above, with a sulfonyl chloride in the presence of basic catalysts by performing the cyclization in the presence of concentrated aqueous alkali metal hydroxides and a phase transfer catalyst, preferably a tetra-substituted ammonium or phosphonium salt, the sulfonyl chloride used preferably comprising a sulfonyl chloride of the general formula III R3-SO2Cl where R3 is C1-C3-alkyl or phenyl which may be substituted in the para position by methyl, chlorine, bromine or nitro.