Multi-step reaction with 8 steps
1.1: sec.-butyllithium / tetrahydrofuran; cyclohexane; hexane / 2 h / -74 - -70 °C / Inert atmosphere
1.2: 8 h / -75 - -70 °C / Inert atmosphere
1.3: 2 h / Reflux
2.1: sec.-butyllithium / tetrahydrofuran / 2 h / -74 - -70 °C / Inert atmosphere
2.2: 8 h / -74 - -65 °C / Inert atmosphere
2.3: 2 h / 25 - 30 °C / Inert atmosphere
3.1: sec.-butyllithium / tetrahydrofuran; cyclohexane; hexane / 2 h / -74 - -70 °C / Inert atmosphere
3.2: 8 h / -75 - -70 °C / Inert atmosphere
4.1: toluene-4-sulfonic acid / toluene / 2 h / Reflux
4.2: 20 °C
5.1: formic acid / toluene / 2 h / Reflux
6.1: potassium tert-butylate / tetrahydrofuran / 0.5 h / -30 - -10 °C / Inert atmosphere
6.2: 2 h / Inert atmosphere; Reflux
7.1: formic acid / toluene / 2 h / Reflux
8.1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / -20 - -10 °C
With
lithium aluminium tetrahydride; formic acid; potassium tert-butylate; sec.-butyllithium; toluene-4-sulfonic acid;
In
tetrahydrofuran; hexane; cyclohexane; toluene;