Multi-step reaction with 7 steps
1: 1.) hydrogen / 1.) Raney nickel / 1.) methanol, 345 kPa, 18 h; 2.) methanol
2: boron trifluoride etherate / 1.) dichloromethane-methanol-ether, 2 h; 2.) pyridine, 1 h
3: 1.) 2 M hydrochloric acid; 2.) triethylamine / 1.) water, reflux, 3 h; 2.) methanol, 12 h; 3.) pyridine, 11 h
4: 35 percent / powdered molecular sieve 4A, trimethylsilyl trifluoromethanesulfonate / 1,2-dichloro-ethane / 4 h / Ambient temperature
5: 44 percent / 1.) barium hydroxide octahydrate; 2.) Amberlite IRA-400(OH-) / dioxane; H2O / 8.5 h / Heating
6: 52 percent / methanol; H2O / 1.) 0 deg C, 1.5 h; 2.) roomtemp., 18 h
7: 60 percent / triethylamine / dioxane / 22 h / 45 °C
With
hydrogenchloride; barium hydroxide octahydrate; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; Amberlite IRA-400(OH-); boron trifluoride diethyl etherate; hydrogen; triethylamine;
nickel;
In
1,4-dioxane; methanol; water; 1,2-dichloro-ethane;
DOI:10.1016/0008-6215(87)85004-8