反応 #969890

反応方程式

methane sulfonyl chloride

2-(5-ethyl-pyridine-2-yl)-ethanol

triethylamine

methane sulfonyl chloride

→

title compound

Methanesulfonic acid 2-(5-ethyl-pyridin-2-yl)-ethyl ester

溶媒

DCM

DCM

反応条件

後処理

1. 1
   workup.STIRRINGthe reaction stirred for 30 min
2. 2
   洗浄washed with H2O and brine
3. 3
   乾燥The organic layer was dried (MgSO4)
4. 4
   濃縮the solution concentrated

実験手順

To a solution of 2-(5-ethyl-pyridine-2-yl)-ethanol (25.34 g) and triethylamine (46.7 mL) in DCM (130 mL) at 0° C. under nitrogen was added methane sulfonyl chloride (15.56 mL), then the reaction mixture was allowed to warm to room temperature and stirred overnight. A further portion of methane sulfonyl chloride (3.88 mL) was added and the reaction stirred for 30 min. The reaction was diluted with DCM and washed with H2O and brine. The organic layer was dried (MgSO4) and the solution concentrated to give the title compound as a red oil (38.24 g). 1H NMR (400 MHz, CDCl3): δ 8.39 (d, J=2.2 Hz, 1H), 7.47 (dd, J=7.7, 2.3 Hz, 1H), 7.14 (d, J=7.7 Hz, 1H), 4.64 (t, J=6.5 Hz, 2H), 3.19 (t, J=6.5 Hz, 2H), 2.90 (s, 3H), 2.64 (q, J=7.6 Hz, 2H), 1.25 (t, J=7.6 Hz, 3H).

出典