反応 #671110

反応方程式

3,4,5-trimethoxyphenol

triethylamine

4-methoxymetanilyl fluoride

tert-butylammonium iodide

→

desired compound

収率 35.0%

(3,4,5-trimethoxyphenyl) 3-amino-4-methoxybenzenesulfonate

収率 35.0%

溶媒

dichloromethane

反応条件

後処理

1. 1
   洗浄washed once with 1M Na2CO3
2. 2
   その他The organic layer was separated
3. 3
   乾燥dried (MgSO4)
4. 4
   ろ過filtered
5. 5
   濃縮concentrated
6. 6
   濃縮Chromatography of the concentrate on silica gel with 40% ethyl acetate/hexanes

実験手順

A solution of 3,4,5-trimethoxyphenol (505.7 mg, 2.75 mmol) in dichloromethane (28 mL) was treated sequentially with triethylamine (1.2 mL), 4-methoxymetanilyl fluoride (572.5 mg, 2.75 mmol), and tert-butylammonium iodide (106 mg, 0.287 mmol), stirred overnight, and washed once with 1M Na2CO3. The organic layer was separated, dried (MgSO4), filtered, and concentrated. Chromatography of the concentrate on silica gel with 40% ethyl acetate/hexanes provided 356 mg of the desired compound.

出典