反応 #44300

反応方程式

N,O-dimethyl hydroxylamine

quinoline-6-carboxylic acid

carbonyl diimidazole

→

quinoline-6-carboxylic acid methoxy-methyl-amide

収率 97.0%

溶媒

EtOAc

water

DMF

反応条件

後処理

1. 1
   workup.STIRRINGthe reaction was stirred at ambient temperature for 16 hours
2. 2
   その他The organic layer was separated
3. 3
   抽出the aqueous layer was extracted with EtOAc (5×100 mL)
4. 4
   洗浄washed with water (3×100 mL), brine (2×100 mL)
5. 5
   乾燥dried over Na2SO4
6. 6
   ろ過filtered
7. 7
   濃縮concentrated

実験手順

To a solution of quinoline-6-carboxylic acid (10 g, 57.75 mmol) in DMF (200 mL) was added carbonyl diimidazole (10.3 g, 62.5 mmol) under nitrogen. The reaction was stirred for 1 hour. To the solution was added N,O-dimethyl hydroxylamine (5.6 g, 57.75 mmol), and the reaction was stirred at ambient temperature for 16 hours. The reaction was diluted with EtOAc (150 mL) and water (150 mL). The organic layer was separated, and the aqueous layer was extracted with EtOAc (5×100 mL). The organics were combined and washed with water (3×100 mL), brine (2×100 mL), dried over Na2SO4, filtered and concentrated to give quinoline-6-carboxylic acid methoxy-methyl-amide (11.97 g, 97% yield).

出典