hydrogenchloride in water T=70 - 75°C; 20 h;

thionyl chloride T=0 - 65°C;

in methanol

1: 2-[1-(mercaptomethyl)cyclopropyl]acetic acid methyl ester With sodium hexamethyldisilazane in tetrahydrofuran T=-15°C; 1 h; Inert atmosphere; 2: 2-(2-(3(S)-(3-(2-(7-chloro-2-quinolinyl)-ethenyl)phenyl)-3-hydroxypropyl)phenyl)-2-propanol methanesulfonate in tetrahydrofuran T=-15°C; 7 h; Inert atmosphere; Product distribution / selectivity;

1: With sodium methylate in dimethyl sulfoxide T=-5 - 0°C; 10 h; 2: With water; acetic acid T=10 - 20°C; pH=6.6; Product distribution / selectivity;

1: With methanol; sodium hydroxide; water T=70 - 80°C; 2 h; 2: With hydrogenchloride; water T=40°C; pH=3.0 - ~ 4.0;

1.1: sodium methylate / methanol; N,N-dimethyl-formamide / 1 h / -15 °C 1.2: 10 h / -5 - 5 °C 2.1: water; sodium hydroxide / methanol / 3 h / 60 - 65 °C View Scheme