sodium hydroxide in methanol 0.5 h; Ambient temperature;

1: N-methylmorpholine / tetrahydrofuran / 0.25 h / -23 °C 2: dimethylformamide / 1.) 0 deg C, 2 h, 2.) RT, 16 h 3: 94 percent / H2 / 10percent Pd/C / ethanol / 1.5 h / Ambient temperature 4: Et3N, oxalyl chloride, dimethylformamide / 1,2-dimethoxy-ethane / 0.67 h / -30 - 0 °C 5: diethyl ether / 1 h / -23 - 0 °C 6: 65 percent / 1.0 N aq. NaOH / methanol / 0.5 h / Ambient temperature View Scheme

1: 94 percent / H2 / 10percent Pd/C / ethanol / 1.5 h / Ambient temperature 2: Et3N, oxalyl chloride, dimethylformamide / 1,2-dimethoxy-ethane / 0.67 h / -30 - 0 °C 3: diethyl ether / 1 h / -23 - 0 °C 4: 65 percent / 1.0 N aq. NaOH / methanol / 0.5 h / Ambient temperature View Scheme

1: Et3N, oxalyl chloride, dimethylformamide / 1,2-dimethoxy-ethane / 0.67 h / -30 - 0 °C 2: diethyl ether / 1 h / -23 - 0 °C 3: 65 percent / 1.0 N aq. NaOH / methanol / 0.5 h / Ambient temperature View Scheme