반응 #44300

반응 방정식

N,O-dimethyl hydroxylamine

quinoline-6-carboxylic acid

carbonyl diimidazole

→

quinoline-6-carboxylic acid methoxy-methyl-amide

수율 97.0%

용매

EtOAc

water

DMF

반응 조건

후처리

1. 1
   workup.STIRRINGthe reaction was stirred at ambient temperature for 16 hours
2. 2
   기타The organic layer was separated
3. 3
   추출the aqueous layer was extracted with EtOAc (5×100 mL)
4. 4
   세척washed with water (3×100 mL), brine (2×100 mL)
5. 5
   건조dried over Na2SO4
6. 6
   여과filtered
7. 7
   농축concentrated

실험 절차

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).

출처