1: bei der Destillation 2: sulfuric acid / <15 View Scheme

sodium hydroxide 1) deconjugation according to cit. (13); 2) MeOH, 24h, 23 deg C; Yield given. Multistep reaction. Title compound not separated from byproducts;

phosphoric acid in toluene T=100°C; 2 h;

formic acid 0.333333 h; Heating; Yields of byproduct given;

T=0°C;

sodium hydroxide; palladium on activated charcoal Hydrogenation; (+-)-3,7-dimethyl-octanoic acid;

Hydrogenation;

1: 59 percent / 99percent HCO2H / 0.33 h / Heating 2: 68 percent / K2CO3 / acetone / 24 h / Ambient temperature 3: 81 percent / MCPBA / CH2Cl2 / 1.) 0 deg C, 2 h, 2.) r.t., 2 h 4: 70 percent / NaOMe / methanol / 10 h / Heating 5: 96 percent / CrO3, H2SO4 / acetone 6: 89 percent / NBS / CCl4 / Irradiation 7: 86 percent / NaOMe / methanol; tetrahydrofuran 8: 87 percent / K2CO3 / acetone 9: 51 percent / glac. AcOH, aq. HCl / 5 h / Heating View Scheme

Wird im Kaninchenharn nach Verfuetterung von Edukt 1 oder Edukt 2 ausgeschieden; 2,6-dimethyl-octadiene-2,6-dioic acid ;higher-melting form;