Multi-step reaction with 10 steps
1: NH4Cl, conc NH3 aq / H2O / 2 h / 0 - 20 °C
2: conc. HCl / 15 h / Heating
3: 50 percent / acetic acid / 0.08 h / Heating
4: 12.2 g / NaOH, Aspergillus acylase, CoCl2 / H2O / 120 h / 37 °C / pH=6.5
5: 63 percent / 2N HCl / 2 h / Heating
6: 82 percent / NaNO2, 1.5N H2SO4 / H2O / 1.) 0-5 deg C, 1 h; 2.) 0-30 deg C, 2 h
7: 56 percent / LAH / diethyl ether / 1.) 0-5 deg C, 1 h; 2.) RT, 1 h
8: 1.) 30percent HBr; 2.) NaOMe / 1.) H2O, a.) 0-5 deg C, 10 min; b.) RT, 1 h; 2.) MeOH, RT, 1 h
9: 1.) Li, CuI / 1.) ether, -30 to -20 deg C; 2.) ether, a.) -28 to -18 deg C, b.) -40 to 0 deg C within 4 h
With
hydrogenchloride; ammonium hydroxide; sodium hydroxide; copper(l) iodide; lithium aluminium tetrahydride; Aspergillus acylase; sulfuric acid; hydrogen bromide; sodium methylate; lithium; ammonium chloride; sodium nitrite;
In
diethyl ether; water; acetic acid;
DOI:10.1016/0040-4020(80)80113-X