FI48458B

1,166,711. Phenyl-indane and tetralin derivatives. KEFALAS A/S. 21 March, 1967 [28 March, 1966], No. 13676/66. Heading C2C. Phenyl-indane and tetralin derivatives of the formula wherein R1 and R2 each represent hydrogen or a C 1-8 alkyl group; n is 1 or 2; " alkylene " represents a branched or unbranched alkylene chain containing from 3 to 8 carbon atoms, 3 carbon atoms being in the chain directly connecting the ring system with the nitrogen atom; R3 and R4 each represent hydrogen or a C 1-8 alkyl or benzyl group, provided that R3 and R4 do not both represent hydrogen, or R3 and R4, taken together with the nitrogen atom, represent a heterocyclic amine radical having a saturated 5- or 6-membered ring; and X and Y each represent hydrogen, a halogen, or a C 1-8 alkyl, C 1-8 alkoxy or trihalomethyl group; and non-toxic acid addition salts thereof are prepared by reacting a tertiary alcohol of the formula with a dehydrating agent capable of causing ring formation and isolating the phenyl-indane or tetralin derivative of the first formula above as the free amine or as a non-toxic acid addition salt thereof; and, in the case when R3 and R4 each represent a C 1-8 alkyl group, optionally reacting the resulting phenyl-indane or -tetralin derivative of the first formula above with a chloroformic acid ester of the formula Cl.COOR6, wherein R6 represents a C 1-8 alkyl or benzyl group, hydrolysing the resulting ester of the formula and isolating the phenyl-indane or -tetralin derivative of the first formula above wherein R3 is a C 1-8 alkyl group and R4 is hydrogen as the free amine or as a non-toxic acid addition salt thereof. Tertiary alcohols of the second formula above are prepared by reacting a ketone of the formula with a Grignard reagent of the formula hal. Mg.alkylene.NR3R4, wherein hal is a chlorine, bromine or iodine atom, and hydrolysing the intermediate thus formed.