HRID20507

反应详情

EQUATION

反应方程式

HRID 20507 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

1

PROCEDURE

实验过程

(2R)-1-{[tert-Butyl(dimethyl)silyl]oxy}propan-2-ol (3.31 g, 17.4 mmol) was added to a solution of methyl 3-hydroxy-5-{[phenylmethyl]oxy}benzoate (3.00 g, 11.6 mmol) in THF (50 mL) at 0° C. followed by addition of triphenylphosphine (4.57 g, 17.4 mmol) then DIAD (3.43 mL, 17.4 mmol) and the reaction was warmed to RT and stirred for 16 h. The reaction was quenched with water (100 mL) and diethyl ether (400 mL) and the organic layer was separated then dried (MgSO4) and evaporated. Purification by column chromatography, eluting with 1:15 to 1:5 ethyl acetate:hexane, afforded the title compound as a colourless oil (4.00 g, 80%).

WORKUP

后处理

  1. customThe reaction was quenched with water (100 mL) and diethyl ether (400 mL)
  2. customthe organic layer was separated
  3. dry with materialthen dried (MgSO4)
  4. customevaporated
  5. customPurification by column chromatography
  6. washeluting with 1:15 to 1:5 ethyl acetate