HRID253617

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID4311764

Sodium borohydride (Na(BH4))

H4BNa

$结构：COc1ccc(Cl)cc1C(=O)/N=c1\sn(C(C)(C)C)cc1C=O$

HCID178490700

未命名化合物

PRODUCTS

生成物

$结构：COc1ccc(Cl)cc1C(=O)/N=c1\sn(C(C)(C)C)cc1CO$

HCID178490701

未命名化合物

收率 100.6%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID8028

Tetrahydrofuran

C4H8O

PROCEDURE

实验过程

The product from Example 21A (50 mg, 0.14 mmol) in THF (10 mL) was treated with sodium borohydride (21 mg, 0.57 mmol) at −40° C. for 1 hr, quenched with saturated NH4Cl, extracted with EtOAc (2×), dried over MgSO4, filtered and concentrated to afford 50 mg of the title compound. 1H NMR (500 MHz, CDCl3) δ ppm 1.67 (s, 9H) 3.93 (s, 3H) 4.88 (s, 2H) 6.94 (d, J=8.85 Hz, 1H) 7.37 (dd, J=8.85, 3.05 Hz, 1H) 8.05 (s, 1H) 8.08 (d, J=2.75 Hz, 1H); MS (DCI/NH4+) m/z 355 (M+H)+.

WORKUP

后处理

customquenched with saturated NH4Cl
extractionextracted with EtOAc (2×)
dry with materialdried over MgSO4
filtrationfiltered
concentrationconcentrated