反応 #1449224

反応方程式

Iodoethane

3-chloro-2-hydroxy-benzaldehyde

K2CO3

→

title compound

収率 91.4%

3-Chloro-2-ethoxy-benzaldehyde

収率 91.4%

溶媒

DMF

反応条件

後処理

1. 1
   その他The heat was removed
2. 2
   その他reaction
3. 3
   workup.STIRRINGstirred at room temperature for 18 h
4. 4
   その他The reaction was quenched with H2O (70 mL)
5. 5
   抽出The mixture was extracted with EtOAc (3×50 mL)
6. 6
   洗浄The combined organics were washed with brine (2×50 mL)
7. 7
   乾燥dried over Na2SO4
8. 8
   ろ過filtered
9. 9
   濃縮concentrated

実験手順

Iodoethane (1.54 mL, 19.2 mmol) was added to a stirring solution of 3-chloro-2-hydroxy-benzaldehyde (2.01 g, 12.8 mmol) and K2CO3 (3.90 g, 28.2 mmol) in DMF (25 mL). The mixture was heated to 50° C. and stirred for 2.5 h. The heat was removed and reaction stirred at room temperature for 18 h. The reaction was quenched with H2O (70 mL). The mixture was extracted with EtOAc (3×50 mL). The combined organics were washed with brine (2×50 mL), dried over Na2SO4, filtered and concentrated to yield the title compound (2.16 g, 91%) as a yellow oil: 1H NMR (300 MHz, DMSO-d6) δ 10.27 (s, 1H), 7.85 (dd, J=7.8, 1.5 Hz, 1H), 7.72 (dd, J=7.8, 1.8 Hz, 1H), 7.33 (t, J=7.8 Hz, 1H), 4.14 (q, J=7.2 Hz, 2H), 1.39 (t, J=6.9 Hz, 3H).

出典