hydrogenchloride

1.1: 99 percent / NaIO4 / methanol; H2O / 0 - 20 °C 2.1: t-BuOK / tetrahydrofuran / 0.33 h / -78 °C 2.2: 57 percent / tetrahydrofuran / -78 - 20 °C View Scheme

potassium carbonate in dichloromethane T=20°C; 18 h;

trifluoroacetic acid in dichloromethane T=20°C; 24 h;

dodecanesulphonic acid sodium salt; sodium carbonate; thiourea in water T=20°C; 2 h; Micellar solution;

dodecanesulphonic acid sodium salt; sodium carbonate; thiourea in water T=20°C; 4 h; Micellar solution;

tin(IV) chloride 1 h; Ambient temperature;

ethanol

potassium hydroxide Ambient temperature2-10 min;

1.1: n-BuLi / hexane; tetrahydrofuran / 0.67 h / -78 °C 1.2: 93 percent / tetrahydrofuran; hexane 2.1: 75 percent / N-bromosuccinimide; benzoyl peroxide / CCl4 / 2 h / Heating 3.1: ethanol / 14 h / Heating 3.2: 71 percent / aq. NaOH / ethanol / 3 h / Heating 4.1: 100 percent / tetrabutylammonium fluoride / tetrahydrofuran / 0.5 h / 20 °C 5.1: 88 percent / trifluoroacetic acid / CH2Cl2 / 24 h / 20 °C View Scheme