und Kochen der nicht naeher beschriebene p-Toluolsulfonylderivate mit Natrium und Isoamylalkohol; Produkt 5: 3-Hydroxy-propylamin;

thionyl chloride in benzene 5 deg C then 4 h reflux;

1.1: Et3N / methanol / 2 h / Heating 2.1: pyridine / CH2Cl2 / 20 °C 3.1: LiBr / acetone / Heating 4.1: sodium sulfide nonahydrate / ethanol / Heating 5.1: N-chlorosuccinimide / CCl4 / 3 h / Heating 5.2: 20 percent / m-chloroperbenzoic acid / CH2Cl2 / 18 h / 20 °C 6.1: 66 percent / potassium tert-butoxide / tetrahydrofuran; dimethylsulfoxide / 0.17 h / 20 °C View Scheme

formic acid

1: 80 percent / SOCl2 / CH2Cl2 / 1.) room temp., overnight, 2.) reflux, 2 h 2: 77 percent / 10percent aq. NaOH / CH2Cl2 / 4 h 3: 80 percent / dimethylformamide / 48 h / Ambient temperature 4: 74 percent / NaOMe / methanol / 0.08 h 5: 58 percent / Cs2CO3 / dimethylformamide / 24 h / 85 °C 6: 96 percent / HCl / methanol / 1 h / Ambient temperature View Scheme

1: Et3N, Py 2: Py 3: HCl / dioxane View Scheme

tris-(dimethylamino)-phosphine in toluene 48 h; Heating;

pyridine; triethylamine

in (2S)-N-methyl-1-phenylpropan-2-amine hydrate; water

potassium carbonate in acetonitrile 48 h; Heating;