Multi-step reaction with 8 steps
1: 1.) Ba(OH)2*8H2O, BaO / 1.) DMF, 1 h, room temp.; 2.) 22 h, room temp.
2: HBr (33percent in AcOH) / CHCl3 / 0.01 h
3: 1.) HgBr2, molecular sieve 4 Angstroem; 2.) NaOMe (1M) / 1.) toluene, CH2Cl2, 88 h, room temp.; 2.) CH3OH, 2.5 h
4: 78 percent / p-TosOH / dimethylformamide / 2.5 h / 0 °C
5: 44 percent / Hg(CN)2, HgBr2, molecular sieve 4 Angstroem / nitromethane / 108 h
6: 76 percent / TFA (90percent) / CH2Cl2 / 0.25 h
7: NaOMe / methanol / 1 h
8: NaOH (0.1M) / methanol; H2O / 3 h
With
barium dihydroxide; sodium hydroxide; 4 A molecular sieve; hydrogen bromide; sodium methylate; mercury(II) cyanide; toluene-4-sulfonic acid; trifluoroacetic acid; mercury dibromide; barium(II) oxide;
In
methanol; nitromethane; dichloromethane; chloroform; water; N,N-dimethyl-formamide;