Ethyl 5-methyl-1H-pyrrole-2-carboxylate Chemical Properties

Melting point:

100 °C

Boiling point:

264.9±20.0 °C(Predicted)

Density 

1.106±0.06 g/cm3(Predicted)

storage temp. 

2-8°C

pka

15.97±0.50(Predicted)

Appearance

White to off-white Solid

InChI

InChI=1S/C8H11NO2/c1-3-11-8(10)7-5-4-6(2)9-7/h4-5,9H,3H2,1-2H3

InChIKey

RIUNZXNCMZMRMP-UHFFFAOYSA-N

SMILES

N1C(C)=CC=C1C(OCC)=O

CAS DataBase Reference

3284-51-3(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

HazardClass 

IRRITANT

HS Code 

2933998090

Ethyl 5-methyl-1H-pyrrole-2-carboxylate Usage And Synthesis

Synthesis Reference(s)

Synthetic Communications, 19, p. 763, 1989 DOI: 10.1080/00397918908050991

Synthesis

In a reaction flask, a stirred solution of acetic acid (2.5 mL) of the compound (CAS: 35490-05-2, 0.11 g, 0.55 mmol) was added, followed by manganese triacetate dihydrate (8 mg, 0.028 mmol) and cobalt chloride (12 mg, 0.011 mmol). The reaction mixture was stirred vigorously at 25 °C for 3 h. Ammonium acetate (0.42 g, 5.5 mmol) was then added. The reaction system was heated to 60 °C and maintained for 30 min, after which it was cooled to room temperature. The solvent was removed by distillation under reduced pressure and the resulting crude product was purified by fast column chromatography on silica gel to afford ethyl 5-methyl-1H-pyrrole-2-carboxylate (54 mg, 0.35 mmol, 64% yield) as a white solid.

References

[1] Organic and Biomolecular Chemistry, 2015, vol. 13, # 9, p. 2588 - 2599
[2] Patent: KR2016/24702, 2016, A. Location in patent: Paragraph 0117-0120

Ethyl 5-methyl-1H-pyrrole-2-carboxylate(3284-51-3)Related Product Information

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