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
To a solution of ethyl(1RS,2SR,3SR)-1-(4-methoxyphenyl)-3-phenylindane-2-carboxylate, (5.5 g, 14.8 mmol) in EtOH (70 ml) was added SM NaOH (9 ml, 45 mmol). The resulting mixture was stirred under an argon atmosphere for 1 d, at which time H2O (70 ml) was added. The mixture was concentrated under reduced pressure. The aqueous residue was extracted with Et2O, and the Et2O extracts were discarded. The aqueous phase was acidified with 6M HCl and extracted several times with EtOAc. The combined EtOAc extracts were washed successively with H2O and saturated aqueous NaCl and dried. The solvent was removed in vacuo to provide an oily residue which crystallized upon standing. The solid material was recrystallized from EtOAc/hexanes to afford the title compound (4.25 g, 83%); m.p. 164°-166° C.
WORKUP
后处理
- additionwas added
- concentrationThe mixture was concentrated under reduced pressure
- extractionThe aqueous residue was extracted with Et2O
- extractionextracted several times with EtOAc
- washThe combined EtOAc extracts were washed successively with H2O and saturated aqueous NaCl
- customdried
- customThe solvent was removed in vacuo
- customto provide an oily residue which
- customcrystallized
- customThe solid material was recrystallized from EtOAc/hexanes