1: bromo-5 indane With tert.-butyl lithium in diethyl ether; pentane T=-70°C; 1 h; 2: N,N-dimethyl-formamide in diethyl ether T=-70 - 10°C; 1 h;

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Saettigen mit Kohlendioxyd;

1.1: tert-butyllithium / diethyl ether; pentane / 1 h / -70 °C 1.2: diethyl ether / 1 h / -70 - 10 °C 2.1: 23.1 g / sodium borohydride / ethanol / 1.5 h / 0 - 20 °C 3.1: thionyl bromide / CH2Cl2 / 1 h / 20 °C 4.1: 3.79 g / aq. sodium sulfite; tetra-n-butylammonium bromide / acetone / 2 h / Heating 5.1: 12 h / 120 °C 5.2: thionyl chloride / 20 °C 6.1: 166.8 mg / sodium azide / dimethylformamide / 22 h / 70 °C 7.1: 86 percent / lithium aluminum hydride / tetrahydrofuran / -78 - 0 °C View Scheme

1: With hydrogen bromide; sodium nitrite T=0 - 5°C; 0.333333 h; 2: With hydrogen bromide; copper(I) bromide T=60°C; 0.666667 h;

hydrogen fluoride in pyridine T=0 - 20°C; 51 h;

bromine; aluminum oxide 0.1 h;

bromine; iron in tetrachloromethane 20 h; Ambient temperature; Product distribution;

aluminum oxide; bromine

1: AlCl3 / CS2 2: Zn, HCl View Scheme