Oxydation;

potassium carbonate in N,N-dimethyl-formamide T=25°C; 2 h;

RuH2(CO)(PPh3)3; hydrogen; 9,9-dimethyl-4,5-bis(diphenyl-phosphino)xanthene in deuterated toluene T=135°C; P=760.051 Torr; 20 h;

Ru(H)2(CO)(PPh3)(xantphos) in deuterated toluene T=135°C; P=760.051 Torr; 20 h; Inert atmosphere;

1: 69 percent / Br2 / CHCl3; CCl4 / 1) 5 deg C, 20 min, 2) 5 deg C -> 40 deg C, 2 h 2: 95 percent / K2CO3 / dimethylformamide / 2 h / 25 °C 3: 1) K2CO3, 2) 1 M NaOH / 1) DMSO, 25 deg C, 10 min, 2) DMSO, H2O, 25 deg C, 1 h 4: 78 percent / NaBH4 / ethanol / 3 h / 5 - 25 °C 5: 30 percent Chromat. / O2, Rose Bengal / acetonitrile / 13 °C / Irradiation 6: 96 percent / K2CO3 / dimethylformamide / 2 h / 25 °C View Scheme

1: 30 percent Chromat. / O2, Rose Bengal / acetonitrile / 13 °C / Irradiation 2: 96 percent / K2CO3 / dimethylformamide / 2 h / 25 °C View Scheme

1: 78 percent / NaBH4 / ethanol / 3 h / 5 - 25 °C 2: 30 percent Chromat. / O2, Rose Bengal / acetonitrile / 13 °C / Irradiation 3: 96 percent / K2CO3 / dimethylformamide / 2 h / 25 °C View Scheme

1: 95 percent / K2CO3 / dimethylformamide / 2 h / 25 °C 2: 1) K2CO3, 2) 1 M NaOH / 1) DMSO, 25 deg C, 10 min, 2) DMSO, H2O, 25 deg C, 1 h 3: 78 percent / NaBH4 / ethanol / 3 h / 5 - 25 °C 4: 30 percent Chromat. / O2, Rose Bengal / acetonitrile / 13 °C / Irradiation 5: 96 percent / K2CO3 / dimethylformamide / 2 h / 25 °C View Scheme

1: 1) K2CO3, 2) 1 M NaOH / 1) DMSO, 25 deg C, 10 min, 2) DMSO, H2O, 25 deg C, 1 h 2: 78 percent / NaBH4 / ethanol / 3 h / 5 - 25 °C 3: 30 percent Chromat. / O2, Rose Bengal / acetonitrile / 13 °C / Irradiation 4: 96 percent / K2CO3 / dimethylformamide / 2 h / 25 °C View Scheme

Hβ zeolite (Si:Al 12.5) T=120°C; 3 h; Title compound not separated from byproducts.;