HRID660741
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
- -78 °C
PROCEDURE
实验过程
To a solution of 1-benzyloxymethyl-1H-pyrazole (Example 279, step A) (278 mg, 1.48 mmol) in THF (4 mL) at −78° C. is added n-BuLi (2.5 M in hexanes, 0.60 mL, 1.5 mmol) dropwise. The mixture is stirred at −78° C. for 20 min then a solution of 3-benzyloxy-4-nitrobenzaldehyde (Example 83, step A) (315 mg, 1.23 mmol) in THF (4 mL) is added dropwise. The mixture is stirred at −78° C. for 30 min and then is partitioned between EtOAc and aq. NH4Cl. The organic phase is dried over MgSO4 and concentrated. The crude material is chromatographed to afford the title compound as a light brown oil: (M+1)+=446, (M+HCO2−)=490.
WORKUP
后处理
- stirringThe mixture is stirred at −78° C. for 30 min
- customis partitioned between EtOAc and aq. NH4Cl
- dry with materialThe organic phase is dried over MgSO4
- concentrationconcentrated
- customThe crude material is chromatographed