反応 #491550

反応方程式

T31.4

Methyl 5-(5,5-dimethylcyclopent-1-enyl)-2-fluoro-4-(tetrahydro-2H-pyran-2-yloxy)benzoate

PPTS

→

T31.5

収率 81.0%

Methyl 5-(5,5-dimethylcyclopent-1-enyl)-2-fluoro-4-hydroxybenzoate

収率 81.0%

溶媒

MeOH

反応条件

後処理

1. 1
   その他the organic solvent was removed under reduced pressure
2. 2
   その他the residue was then purified on silica gel (0-15% EtOAc in hexanes)

実験手順

To a stirred mixture of T31.4 (5.65 g, 16.2 mmol) in MeOH (60 mL) was added PPTS (0.42 g, 1.69 mmol). The mixture was heated to 50° C. and monitored with TLC and LCMS. After 19 hours, the organic solvent was removed under reduced pressure, and the residue was then purified on silica gel (0-15% EtOAc in hexanes) to yield T31.5 as a white solid (3.47 g, 81% yield). 1H NMR (500 MHz, CDCl3) δ ppm 7.69 (1H, d, J=8.3 Hz), 6.71 (1H, d, J=12.0 Hz), 5.93 (1H, d, J=1.7 Hz), 5.80 (1H, t, J=2.4 Hz), 3.90 (3H, s), 2.54 (2H, m), 1.93 (2H, t, J=7.1 Hz), 1.11 (6H, s).

出典