Multi-step reaction with 7 steps
1: 72 percent / di-isopropylamine, butyl-lithium / hexane; tetrahydrofuran / -70 deg C, 1.25 h, 0 deg C
2: 67 percent / butyl-lithium, 2.) water / hexane; tetrahydrofuran / -70 deg C, 0.5 h, -65 deg C
3: pyridine / 100 °C
4: 75 percent / H2 / 10percent Pd/C, 10 M HCl / acetic acid; H2O / 1.5 h / 2585.7 Torr
5: 37 percent / methanesulphonyl chloride / pyridine / 1.17 h / Heating
6: H2 / 10percent Pd/C / acetic acid / 1 h / 2585.7 Torr
7: 1.) sulphuric acid, sodium nitrite, 2.) potassium iodide,iodine, urea / 1.) water, -10 deg C, 2.) chloroform, water, RT, 1-2 h
With
pyridine; n-butyllithium; sulfuric acid; water; hydrogen; iodine; methanesulfonyl chloride; diisopropylamine; urea; potassium iodide; sodium nitrite;
hydrogenchloride; palladium on activated charcoal;
In
tetrahydrofuran; pyridine; hexane; water; acetic acid;
DOI:10.1039/P19880003085