Multi-step reaction with 6 steps
1.1: 13.5 g / sodium carbonate / tetrahydrofuran; H2O / 20 °C
2.1: 99 percent / 4-hydroxy-2,2,6,6-tetramethylpiperidine 1-oxyl benzoate; aq. potassium bromide; NaClO / sodium hydrogen carbonate / CH2Cl2 / cooling
3.1: 85 percent / toluene / 2.5 h / Heating
4.1: 1,8-bis(dimethylamino)naphthalene; α-chloroethyl chloroformate / 1,2-dichloro-ethane / 1 h / 20 °C
4.2: 88 percent / methanol / 1 h / Heating
5.1: 51 percent / i-Pr2NEt / ethanol / 4 h / 150 - 160 °C
6.1: NaBH(OAc)3 / CH2Cl2 / 15 h / Heating
6.2: 92 percent / aq. HCl / methanol / 1 h / Heating
With
sodium hypochlorite; 4-hydroxy-TEMPO benzoate; carbonochloridic acid 1-chloro-ethyl ester; N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; sodium tris(acetoxy)borohydride; sodium carbonate; N-ethyl-N,N-diisopropylamine; potassium bromide;
sodium hydrogencarbonate;
In
tetrahydrofuran; ethanol; dichloromethane; water; 1,2-dichloro-ethane; toluene;
DOI:10.1248/cpb.54.1535