Multi-step reaction with 11 steps
1.1: 57 percent / K2CO3 / dimethylformamide / 12 h / 40 °C
2.1: 66 percent / toluene / 3 h / Heating
3.1: tBuLi / pentane; diethyl ether / 6 h / 20 °C
3.2: 1,2-dibromotetrachloroethane / pentane; diethyl ether / 12 h / 20 °C
4.1: 1.49 percent / aq. HCl / 0.5 h
5.1: toluene / 3 h / Heating
6.1: 1.39 g / NaBH4 / methanol / 2 h / 20 °C
7.1: 96 percent / Et3N / CH2Cl2 / 3 h / 20 °C
8.1: 55 percent / tBuLi / pentane; tetrahydrofuran / 0.5 h / -100 °C
9.1: 82 percent / trifluoroacetic acid; anisole / 48 h / Heating
10.1: 78 percent / BCl3 / CH2Cl2 / 2 h / -78 °C
11.1: 68 percent / K2CO3 / acetone / 12 h / Heating
With
hydrogenchloride; sodium tetrahydroborate; tert.-butyl lithium; boron trichloride; potassium carbonate; methoxybenzene; triethylamine; trifluoroacetic acid;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; acetone; toluene; pentane;
DOI:10.1039/b504602e