Multi-step reaction with 9 steps
1: selenium(IV) oxide / 5,5-dimethyl-1,3-cyclohexadiene / 44 h / 140 °C
2: potassium hydroxide / diethyl ether / 12 h / 20 °C
3: diazomethyl-trimethyl-silane / methanol; tetrahydrofuran / 0 °C / Inert atmosphere
4: pyridine; p-toluenesulfonyl chloride / chloroform / 0 - 20 °C / Inert atmosphere
5: lithium bromide / acetone / 5 h / Inert atmosphere; Reflux
6: potassium carbonate / N,N-dimethyl-formamide / 16 h / 90 °C
7: ammonium chloride; zinc / water; methanol / 1 h / 20 °C
8: pyridine / 16 h / 100 °C
9: sodium hydroxide; methanol / 16 h / 20 °C
With
pyridine; methanol; selenium(IV) oxide; potassium carbonate; ammonium chloride; p-toluenesulfonyl chloride; potassium hydroxide; lithium bromide; sodium hydroxide; zinc; diazomethyl-trimethyl-silane;
In
tetrahydrofuran; methanol; 5,5-dimethyl-1,3-cyclohexadiene; diethyl ether; chloroform; water; N,N-dimethyl-formamide; acetone;