1: 4-chloro-5-methoxyindan-1-one With acetic acid; N1,N1-dimethylhydrazine in n-heptane T=90°C; 3 h; 2: With n-hexyl lithium in tetrahydrofuran; hexane T=-50 - -20°C; 2 h; 3: 1-bromo-2-phenoxyethane With hydrogenchloride; water more than 3 stages;

1.1: n-hexyl lithium / tetrahydrofuran; hexane / 2 h / -50 - 50 °C / |Large scale 1.2: 0.58 h / -25 - -5 °C / |Large scale 2.1: hydrogenchloride; water / 1.5 h / 50 °C / |Large scale View Scheme

1.1: sodium hypochlorite; acetic acid / water / 3.33 h / 0 - 17 °C / |Large scale 2.1: acetic acid / n-heptane / 3 h / 40 - 90 °C / |Large scale 3.1: n-hexyl lithium / tetrahydrofuran; hexane / 2 h / -50 - 50 °C / |Large scale 3.2: 0.58 h / -25 - -5 °C / |Large scale 4.1: hydrogenchloride; water / 1.5 h / 50 °C / |Large scale View Scheme