HRID1110449

反应详情

EQUATION

反应方程式

HRID 1110449 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

1

PROCEDURE

实验过程

A solution of 500 mg (2.42 mmol, Aldrich) of 6,7-dimethoxy-2-tetralone and 570 mg (2.42 mmol, Aldrich) of 4-benzyloxyaniline hydrochloride in 20 ml of MeOH was stirred over 3A molecular sieves at 25° C., then 76 mg (1.21 mmol, Aldrich) of NaBH3CN were added. This mixture was stirred for 3.5 hours, filtered and then saturated NaHCO3 was added to the filtrate. This solution was extracted with EtOAc twice, the organic layers were combined, dried (MgSO4) and concentrated in vacuo. Purification via flash chromatography (silica gel, 8, 1:5 then 1:3 EtOAc/petroleum ether) afforded mg (90%) of title compound as a pale pink solid:m.p. 85°-88° C.

WORKUP

后处理

  1. filtrationfiltered
  2. additionsaturated NaHCO3 was added to the filtrate
  3. extractionThis solution was extracted with EtOAc twice
  4. dry with materialdried (MgSO4)
  5. concentrationconcentrated in vacuo
  6. customPurification via flash chromatography (silica gel, 8, 1:5