反応 #709015

反応方程式

methyl 4-hydroxybenzoate

HCl

dihydropyran

HCl

dihydropyran

→

title compound

Methyl 4-[(tetrahydro-2H-pyran-2-yl)oxy]benzoate

溶媒

EA

反応条件

後処理

1. 1
   workup.WAITthe solution was left for 17 h
2. 2
   その他The solvent was evaporated
3. 3
   workup.DISSOLUTIONthe residue was dissolved in ER (100 ml)
4. 4
   洗浄washed with 2N NaOH solution (2×50 ml), brine (50 ml)
5. 5
   その他dried
6. 6
   その他Evaporation
7. 7
   その他gave a residue which
8. 8
   その他on purification by chromatography

実験手順

A solution of methyl 4-hydroxybenzoate (10 g) in EA (60 ml) containing saturated ethereal HCl (3.5 ml) was treated with dihydropyran (12 ml) and the solution was allowed to stand at room temperature for 24 h. A further quantity of dihydropyran (12 ml) and ethereal HCl (3.5 ml) was added and the solution was left for 17 h. The solvent was evaporated and the residue was dissolved in ER (100 ml) and washed with 2N NaOH solution (2×50 ml), brine (50 ml) and then dried. Evaporation gave a residue which on purification by chromatography using 3:97 ER-toluene as eluant gave the title compound as a white solid (10.2 g), m.p. 58°-62°.

出典