1: With trifluoroacetic anhydride in chlorobenzene T=20°C; 4 h; 2: With boron trifluoride diethyl etherate in chlorobenzene T=-10 - 0°C; 0.666667 h;

in methylene chloride-nitromethane; 4-benzyloxy-3-chlorocarbonylphenylacetyl chloride

1: K2CO3, KI / butan-2-one / 24 h / Heating 2: KOH / aq. ethanol / Heating 3: 1.) (CF3CO)2O, 2.) 10percent aq. HCl / 1.) CH2Cl2, reflux, 4 h, 2.) acetone, reflux, 24 h View Scheme

1: K2CO3, KI / butan-2-one / 24 h / Heating 2: KOH / aq. ethanol / Heating 3: 1.) (CF3CO)2O, 2.) 10percent aq. HCl / 1.) CH2Cl2, reflux, 4 h, 2.) acetone, reflux, 24 h View Scheme

1.1: sodium methylate / N,N-dimethyl-formamide; methanol / 120 - 135 °C 1.2: 5 - 10 °C 2.1: acetic acid / 2.5 h / 70 - 75 °C View Scheme

1.1: sodium methylate / N,N-dimethyl-formamide; methanol / 120 - 135 °C 1.2: 5 - 10 °C 2.1: acetic acid / 2.5 h / 70 - 75 °C View Scheme

sulfuric acid in methanol

1: in tetrahydrofuran T=20°C; Grignard Reaction; Inert atmosphere; 2: With ammonium chloride in tetrahydrofuran; water 3: With hydrogenchloride in tetrahydrofuran; water T=20°C; pH=~ 1; 17.75 h; Reflux;

1: anhydrous 3-(dimethylamino)propyltriphenylphosphonium bromide hydrobromide With sodium hydride in tetrahydrofuran; mineral oil T=65°C; Inert atmosphere; 2: 6,11-dihydro-11-oxo-dibenz[b,e]oxepine-2-acetic acid in tetrahydrofuran; mineral oil T=20°C; Wittig Reaction; 15 h; 3: With hydrogenchloride in tetrahydrofuran; water; mineral oil pH=2.27; Product distribution / selectivity;

1: 1-dimethylamino-3-chloropropane With iodine; magnesium; ethylene dibromide in tetrahydrofuran 1 h; Inert atmosphereReflux; 2: 6,11-dihydro-11-oxo-dibenz[b,e]oxepine-2-acetic acid in tetrahydrofuran T=5 - 30°C; 3: With hydrogenchloride; acetic acid in tetrahydrofuran; water T=25 - 30°C; Product distribution / selectivity;