Multi-step reaction with 7 steps
1: 95 percent / sodium borohydride / methanol / 14 h / Ambient temperature
2: 96 percent / 4-dimethylaminopyridine / CH2Cl2 / 1.) 15 min, R.T., 2.) reflux, 1 h.
3: 1.) thallium(III) trifluoroacetate, 2.) amyl nitrite / 1.) trifluoroacetic acid, in the dark 75 h at R.T., 2.) dichloromethane, in the dark 3 h.
4: 93 percent / sodium borohydride / 10percent Pd/C / methanol / 1 h / Ambient temperature
5: 1.) 1M HCl, sodium nitrite / 1.) ethanol, water, 0-5 deg C, 10 min, 2.) 30 min.
6: 73 percent / 10percent potassium hydroxide / ethanol / 16 h / Heating; in the dark
7: 80 percent / sodium iodide / acetone; trifluoroacetic acid / 1.) addition at 0-5 deg C, 2.) R.T. 20 min.
With
hydrogenchloride; dmap; potassium hydroxide; sodium tetrahydroborate; n-Amyl nitrite; sodium iodide; sodium nitrite; thallium(III) trifluoroacetate;
palladium on activated charcoal;
In
methanol; ethanol; dichloromethane; acetone; trifluoroacetic acid;