Multi-step reaction with 7 steps
1: 85 percent / NaOMe / methanol / 1.) r.t., 0.5 h, 2.) r.t., 2 d
2: 97 percent / NaCl, H2O / dimethylsulfoxide / 2.5 h / 160 °C
3: 92 percent / NaOH, H2O / methanol / 24 h
4: 100 percent / Ac2O / 2.5 h / 100 °C
5: 100 percent / BuLi, DMPU / tetrahydrofuran; hexane / 1.) -35 deg C, 10 min, 2.) -78 deg C, 1 h
6: (COCl)2 / dimethylformamide / 2 h / Ambient temperature
7: DMAP / Ambient temperature
With
dmap; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; sodium hydroxide; n-butyllithium; oxalyl dichloride; water; sodium methylate; acetic anhydride; sodium chloride;
In
tetrahydrofuran; methanol; hexane; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1039/a808838a