Multi-step reaction with 7 steps
1: 83 percent / 1 N aq. HCl / diethyl ether / 4 h / Ambient temperature
2: 100 percent / H2, 80percent aq. AcOH / PtO2 / 80 °C / 60004.8 Torr
3: 96 percent / dimethylformamide
4: 39 percent / NaBH4 / ethanol; H2O / 4 h / 50 °C
5: 67 percent / PPh3, diisopropyl azodicarboxylate / tetrahydrofuran / Ambient temperature
6: 1.) 1 N NaOH, 2.) I2 / 1.) EtOH, a) 0 deg C, 30 min, b) RT, 3 h, 2.) EtOH
7: 69 percent / anisole / CH2Cl2 / 1.) 0 deg C, 30 min, 2.) RT, 2 h
With
hydrogenchloride; sodium hydroxide; sodium tetrahydroborate; di-isopropyl azodicarboxylate; hydrogen; iodine; acetic acid; methoxybenzene; triphenylphosphine;
platinum(IV) oxide;
In
tetrahydrofuran; diethyl ether; ethanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jm00035a014