HRID2185537
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 395 mg (1.97 mmol) of 2-(S)-acetoxy-3-(cyclopentyl)propanoic acid (from Step E) in 10 mL MeOH and 1 mL of H2O was treated with 1.29 g (9.33 mmol) of K2CO3 and stirred at rt for 30 h. The volatiles were removed under reduced pressure. The crude product was partitioned between 100 mL of ether and 100 mL of H2O and the layers were separated. The aqueous layer was acidified to pH 1-2 using 2.0 N HCl and extracted with 3×150 mL of EtOAc. The combined organic layers were dried over Na2So4 and concentrated to give 287 mg (92%) of the title compound: 1H NMR (300 MHz) δ1.11-2.15 (m, 11H), 4.27 (dd, J=8.1, 4.7, 1H), 6.5 (br, 1H).
WORKUP
后处理
- customThe volatiles were removed under reduced pressure
- customThe crude product was partitioned between 100 mL of ether and 100 mL of H2O
- customthe layers were separated
- extractionextracted with 3×150 mL of EtOAc
- customThe combined organic layers were dried over Na2So4
- concentrationconcentrated