hydrogenchloride in methanol; ethanol; cyclohexene 0.5 h; Ambient temperature; Yield given;

1: 164.4 g / conc. HCl / methanol / 2.5 h / 20 °C 2: 80 percent / DMAP; Et3N / CH2Cl2 / 2 h / 20 °C View Scheme

Multi-step reaction with 4 steps 1: 41 percent / p-TsOH*H2O / tetrahydrofuran / 0.5 h / Ambient temperature2: 87 percent / CBr4, PPh3 / dimethylformamide / 0.5 h / 0 °C3: 64 percent / K2CO3 / dimethylformamide / 5 h / Ambient temperature4: cyclohexene / 10percent Pd/C / ethanol / Heating