反应详情
EQUATION
反应方程式
REACTANTS
反应物
PRODUCTS
生成物
AUXILIARIES
试剂、催化剂与溶剂
PROCEDURE
实验过程
A solution of sodium hydroxide (0.31 g, 7.7 mmol) in water (4 mL) is added to a solution of methyl 3-(3,4-dimethoxybenzenesulfonyl)-2,2-dimethyl-7-phenylheptanoate (0.78 g, 1.7 mmol) in MeOH (6 mL). The reaction is heated at reflux 24 hours. The solvent is then removed in vacuo, CH2Cl2 (20 mL) added and the solution washed with 1 N HCl (2×40 mL). The organic layer is dried over MgSO4 and the solvent removed in vacuo to afford 3-(3,4-dimethoxyphenylsulfonyl)-2,2-dimethyl-7-phenylheptanoic acid (0.54 g, 73%) 1H NMR (300 MHz, CDCl3) δ 7.47 (dd, J=8.5, 2.1 Hz, 1H), 7.36 (d, J=2.1 Hz, 1H), 7.26-7.16 (m, 3H), 7.02 (d, J=7.0 Hz, 2H), 6.90 (d, J=8.4 Hz, 1H), 3.93 (s, 3H), 3.92 (s, 3H), 3.76-3.73 (m, 1H), 2.46-2.41 (m, 2H), 2.06-2.00 (m, 1H), 1.65-1.60 (m, 2H), 1.48 (s, 3H), 1.45-1.35 (m, 3H), 1.29 (s, 3H); MS (FAB) m/e 434 (M+).
WORKUP
后处理
- temperatureThe reaction is heated
- temperatureat reflux 24 hours
- customThe solvent is then removed in vacuo, CH2Cl2 (20 mL)
- additionadded
- washthe solution washed with 1 N HCl (2×40 mL)
- dry with materialThe organic layer is dried over MgSO4
- customthe solvent removed in vacuo