ChemicalBook CAS DataBase List Methyl 3-chloro-1H-pyrrole-2-carboxylate

Methyl 3-chloro-1H-pyrrole-2-carboxylate synthesis

5synthesis methods

Product Name:Methyl 3-chloro-1H-pyrrole-2-carboxylate
CAS Number:226410-00-0
Molecular formula:C6H6ClNO2
Molecular Weight:159.57

2H-Pyrrole, 4,4-dichloro-3,4-dihydro-5-(trichloromethyl)-

226409-94-5
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Methyl 3-chloro-1H-pyrrole-2-carboxylate

226410-00-0
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$17.00/100mg

Yield:226410-00-0 83%

Reaction Conditions:

with methanol;sodium methylate for 1.5 h;Reflux;

Steps:

4.2
4,4-Dichloro-5-(trichloromethyl)-3,4-dihydro-2H-pyrrole (47.4 mmol, 1.0 equiv.) was added to a solution of sodium methanolate (284.5 mmol, 6.0 equiv.) in methanol (126 ml), and the mixture was heated for 1.5 h at boiling temperature. The reaction mixture was cooled to 25° C., the solvent was concentrated under reduced pressure, the residue was taken up in diethyl ether (470 ml), and the mixture was stirred for 30 min. The resulting solid (sodium chloride) was filtered out, and the filtrate was dried over K₂CO₃and concentrated under reduced pressure. The residue was taken up in DCM (600 ml), extracted with 2 N HCl (2×150 ml), dried over Na₂SO₄and concentrated under reduced pressure. The crude product was used in the next step without being purified further. Yield: 83%

References:

Gruenenthal GmbH US2010/222324, 2010, A1 Location in patent:Page/Page column 48

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872-32-2 Synthesis