ChemicalBook CAS DataBase List Methyl 2-pyrrolecarboxylate

Methyl 2-pyrrolecarboxylate synthesis

13synthesis methods

Product Name:Methyl 2-pyrrolecarboxylate
CAS Number:1193-62-0
Molecular formula:C6H7NO2
Molecular Weight:125.13

35302-72-8
177 suppliers
$10.00/5g

124-41-4 Synthesis

124-41-4
697 suppliers
$12.00/25g

1193-62-0
223 suppliers
$5.00/1g

Yield:1193-62-0 95%

Reaction Conditions:

in methanol at 20; for 2 h;

Steps:

Methyl-1H-pyrrol-2-carboxylate (5)

Sodium(0.223 g, 9.7 mmol) was dissolved in dry MeOH(64 mL) at room temperature. To the resulting solution,(2-trichloroacetyl)-1H-pyrrole (14.700 g, 69.2 mmol)was added in six portions under stirring for 30 min.The reaction mixture was stirred for 2 h at room temperature(control by TLC). The solvent was evaporated,and the residue was diluted with Et2O (80 mL). To the solution, 3 M HCl (5 mL) was added, theorganic phase was separated, and the aqueous phasewas extracted with Et2O (3 × 15 mL). The combinedorganic phase was successively washed with a saturatedaqueous NaHCO3 solution and a saturatedaqueous NaCl solution and dried over Na2SO4. Thedrying agent was filtered off, and the solvent was evaporatedunder low pressure. At the next stage, the productwas used without additional purification. Ether (5)was obtained as white crystals. Yield 8.215 g (95%); Rf0.31 (PE-EtOAc 5 : 1); mp 73.0°C. The spectral characteristicscoincided with those reported in the literature[6]. 1H NMR (CDCl3): 3.86 (s, 3H), 6.26-6.28(m, 1H), 6.91-6.93 (m, 1H), 6.95-6.97 (m, 1H), 9.27(m, 1 H).

References:

Fedarkevich, A. N.;Sharko, O. L.;Shmanai, V. V. [Russian Journal of Bioorganic Chemistry,2020,vol. 46,# 2,p. 187 - 198]

67-56-1 Synthesis