HRID1392721
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
CONDITIONS
反应条件
- 温度
- -40 °C
PROCEDURE
实验过程
To a solution of LDA (1.2 eq) in THF at −78° C. was added ethyl cyclobutanecarboxylate (1 eq) and reaction mixture was warmed up to −40° C. for 10 min. The reaction was cooled back to −78° C. for 1 h, then 4-bromobenzyl bromide (1.1 eq) was added as a solid to the mixture. The reaction mixture was warmed to 0° C. in an ice bath. The reaction was quenched with a saturated solution of NH4Cl and extract 3× with ethyl acetate, dried with MgSO4 and evaporated to dryness. Flash chromatography with 95:5 hexanes:ethyl acetate afforded ethyl 1-(4-bromobenzyl)cyclobutanecarboxylate.
WORKUP
后处理
- temperatureThe reaction was cooled back to −78° C. for 1 h
- temperatureThe reaction mixture was warmed to 0° C. in an ice bath
- customThe reaction was quenched with a saturated solution of NH4Cl
- extractionextract 3× with ethyl acetate
- dry with materialdried with MgSO4
- customevaporated to dryness