反应详情

温度

60 °C

NaOH (6.20 mL, 19.0 mmol, 3N aqueous solution) was added to a solution of 4-(4-tert-butoxycarbonyl-3-fluoro-phenoxy)-2,2-dimethyl-2,3-dihydro-benzofuran-6-carboxylic acid methyl ester (66a) (2.56 g, 5.91 mmol) in 30 mL MeOH. The reaction mixture was heated to 60° C. for 2 hr, concentrated, diluted with H2O (100 mL), acidified with 1N aqueous HCl to pH˜1, and extracted with CH2Cl2 (2×100 mL). The combined organic layer was dried over MgSO4, concentrated in vacuo to give a white solid (2.46 g, 98% yield). 1H NMR (400 MHz, DMSO-d6) δ 13.08 (br. s., 1 H) 7.85 (t, J=8.72 Hz, 1 H) 7.11 (d, J=1.26 Hz, 1 H) 7.06 (d, J=1.01 Hz, 1 H) 6.99 (dd, J=12.13, 2.27 Hz, 1 H) 6.89 (dd, J=8.72, 2.40 Hz, 1 H) 2.87 (s, 2 H) 1.53 (s, 9H) 1.42 (s, 6 H); LCMS for C22H23FO6 m/z 425.00 (M+Na)+.

1. concentrationconcentrated
2. additiondiluted with H2O (100 mL)
3. extractionextracted with CH2Cl2 (2×100 mL)
4. dry with materialThe combined organic layer was dried over MgSO4
5. concentrationconcentrated in vacuo