Water → methyl 5-formyl-1-methyl-1H-pyrrole-3-carboxylate

To a solution of methyl 5-formyl-1H-pyrrole-3-carboxylate (60.0 g, 0.360 mol) in DMF (60 mL) was added potassium tert-butoxide (72.0 g, 0.576 mol). After stirring at rt for 30 min, the mixture was cooled to 0° C. and methyl iodide (132 mL, 1.45 mol) was added. The solution was then stirred at rt overnight. Water was added to quench the reaction and the solution was extracted with DCM (3×200 mL). The combined organic phases were washed with brine (50 mL), dried (Na2SO4), and concentrated to give methyl 5-formyl-1-methyl-1H-pyrrole-3-carboxylate (45.0 g, 80%). 1H NMR (CDCl3, 400 MHz) δ 12.62 (s, 1H), 9.48 (s, 1H), 7.66 (s, 1H), 7.30 (s, 1H), 3.67 (s, 3H).

1. temperaturethe mixture was cooled to 0° C.
2. stirringThe solution was then stirred at rt overnight
3. customto quench
4. customthe reaction
5. extractionthe solution was extracted with DCM (3×200 mL)
6. washThe combined organic phases were washed with brine (50 mL)
7. dry with materialdried (Na2SO4)
8. concentrationconcentrated

ORD 기록

ord-e89de35399924a51a8c87293ececb3a9

출처 데이터셋

uspto-grants-2016_01

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US09227951B2