反应 #1778

反应方程式

4-chromanol

diethyl azodicarboxylate

methyl 4-hydroxy-2-methoxybenzoate

triphenylphosphine

→

methyl 4-(4-chromanoyloxy)-2-methoxybenzoate

溶剂

THF

THF

反应条件

后处理

1. 1
   过滤The reaction was filtered
2. 2
   其他the solvent was removed under reduced pressure
3. 3
   其他The residue was chromatographed on a silica gel column
4. 4
   洗涤EtOAc and eluted with same
5. 5
   其他the solvent removed under reduced pressure

实验过程

To a stirred solution of methyl 4-hydroxy-2-methoxybenzoate (364 mg, 2.0 mmol) in dry THF (1.25 mL) was added triphenylphosphine (525 mg, 2.0 mmol) and the solution was cooled to 0° C. A 500 mL volume of 4-chromanol (200 mg, 1.33 mmol) and diethyl azodicarboxylate (315 mL, 2.0 mmol) in THF was added dropwise via syringe over 0.5 h. The reaction was filtered and the solvent was removed under reduced pressure. The residue was chromatographed on a silica gel column packed in 92:8 hexanes:EtOAc and eluted with same. The appropriate fractions were combined and the solvent removed under reduced pressure to afford methyl 4-(4-chromanoyloxy)-2-methoxybenzoate.

来源