ChemicalBook CAS DataBase List ethyl 1-methylpyrrole-2-carboxylate

ethyl 1-methylpyrrole-2-carboxylate synthesis

10synthesis methods

Product Name:ethyl 1-methylpyrrole-2-carboxylate
CAS Number:23466-27-5
Molecular formula:C8H11NO2
Molecular Weight:153.18

21898-65-7
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$68.00/1g

64-17-5 Synthesis

64-17-5
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$10.00/50g

141-52-6 Synthesis

141-52-6
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23466-27-5
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$98.00/1g

Yield:23466-27-5 93%

Reaction Conditions:

for 1 h;Heating / reflux;

Steps:

11.ii

(ii) Ethyl 1 -methyl- lH-pyrrole-2-carboxylate(See, for example, Suckling, C. J., Khalaf, A.I., Pitt A.R., Scobie, M., Tetrahedron, 2000, 56, 5225.) 2-Trichloroacetyl-./V-methylpyrrole (1.47 g, 6.51 mmol; see step (i) above) and EtOH (20 mL) was placed in a round bottom flask, to which NaOEt (0.33 g, 6.52 mmol) was added and the resultant mixture was heated to reflux and stirred T GB2007/00369858 for 1 h. The reaction was quenched with water (10 mL) and extracted with DCM (2x20 mL). The DCM fractions where combined, dried (MgSO₄), and reduced under vacuum to yield the sub-title compound as a yellow oil (0.926 g, 93%). IR (KBr), 3136 υ(N-Me), 2980 υ(C-H), 1713 υ(C=O), 1244, 1114 υ(C-O), 599 6(C-H) Cm^"1.¹H NMR (CDCl₃): 1.35 (3H, t, CH₂(CH₃), J=7.2Hz), 3.93 (3H, s, CH₃), 4.27 (2H, q, CH₂, J=7.2Hz), 6.11 (IH, dd, Ar-H, J=2.6Hz & J=4.0Hz), 6.78 (IH, t, CH₂, J=2.1Hz), 6.94 (IH, dd, Ar-H, J=2.6Hz & J=4.0Hz).

References:

WO2008/38018,2008,A1 Location in patent:Page/Page column 57-58