ChemicalBook--->CAS DataBase List--->3284-51-3

3284-51-3

3284-51-3 Structure

3284-51-3 Structure
IdentificationMore
[Name]

Ethyl 5-methyl-1H-pyrrole-2-carboxylate
[CAS]

3284-51-3
[Synonyms]

5-METHYL-1H-PYRROLE-2-CARBOXYLIC ACID ETHYL ESTER
5-METHYL-PYRROLE-2-CARBOXYLIC ACID ETHYL ESTER
ETHYL 5-METHYL-1H-PYRROLE-2-CARBOXYLATE
[Molecular Formula]

C8H11NO2
[MDL Number]

MFCD01006731
[Molecular Weight]

153.18
[MOL File]

3284-51-3.mol
Chemical PropertiesBack Directory
[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 DataBack Directory
[Hazard Codes ]

Xi
[HazardClass ]

IRRITANT
[HS Code ]

2933998090
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Ethanol-->Hydrochloric acid-->Diethyl ether-->Acetic acid-->Potassium carbonate-->Sodium nitrite-->Ethyl acetoacetate-->ZINC-->Trichloroacetyl chloride-->Acetylacetaldehyde dimethyl acetal-->2-METHYL-1H-PYRROLE
[Preparation Products]

Ethyl 1,5-dimethyl-1H-pyrrole-2-carboxylate-->ETHYL 3,4-DICHLORO-5-METHYL-1H-PYRROLE-2-CARBOXYLATE
Hazard InformationBack Directory
[Uses]

Ethyl 5-methyl-1H-pyrrole-2-carboxylate is used as a pharmaceutical intermediate and solvent, and can also be used as a raw material for organic synthesis, a fragrance intermediate, a plasticizer, and an additive.
[Synthesis Reference(s)]

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

2-ACETYL-5-OXO-HEXANOIC ACID ETHYL ESTER

35490-05-2

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

3284-51-3

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
Spectrum DetailBack Directory
[Spectrum Detail]

Ethyl 5-methyl-1H-pyrrole-2-carboxylate(3284-51-3)1HNMR
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