lithium hydroxide in 1,4-dioxane T=0 - 20°C; Hydrolysis;

1.1: 100 percent / (COCl)2; DMSO; Et3N / CH2Cl2 / -78 - 0 °C 2.1: LiN[Si(CH3)3]2 / tetrahydrofuran / -78 °C 2.2: 30 percent / tetrahydrofuran / -78 - 20 °C 3.1: (PhCH2)(Cl)Pd(PPh3)2; LiCl; aq. Na2CO3 / 1,2-dimethoxy-ethane / 86 °C 4.1: 100 percent / H2 / 5 percent Pd/C / ethyl acetate 5.1: aq. LiOH / dioxane / 0 - 20 °C View Scheme

1.1: LiN[Si(CH3)3]2 / tetrahydrofuran / -78 °C 1.2: 30 percent / tetrahydrofuran / -78 - 20 °C 2.1: (PhCH2)(Cl)Pd(PPh3)2; LiCl; aq. Na2CO3 / 1,2-dimethoxy-ethane / 86 °C 3.1: 100 percent / H2 / 5 percent Pd/C / ethyl acetate 4.1: aq. LiOH / dioxane / 0 - 20 °C View Scheme

1: 100 percent / H2 / 5 percent Pd/C / ethyl acetate 2: aq. LiOH / dioxane / 0 - 20 °C View Scheme

1: (PhCH2)(Cl)Pd(PPh3)2; LiCl; aq. Na2CO3 / 1,2-dimethoxy-ethane / 86 °C 2: 100 percent / H2 / 5 percent Pd/C / ethyl acetate 3: aq. LiOH / dioxane / 0 - 20 °C View Scheme

1: ethanol / 15 h / 20 °C 2: 635 mg / NaOH / methanol / 3 h / 20 °C View Scheme