1-Methyl-2-pyrrolecarboxylic acid → Methyl 1-methylpyrrole-2-carboxylate

HRID 559568Notes

Reaction equation

HRID 559568 reaction equation
[CH3:1][N:2]1[CH:6]=[CH:5][CH:4]=[C:3]1[C:7]([OH:9])=[O:8].[CH3:10][Si](C=[N+]=[N-])(C)C>CO.O1CCOCC1>[CH3:1][N:2]1[CH:6]=[CH:5][CH:4]=[C:3]1[C:7]([O:9][CH3:10])=[O:8]

Participants

5

Reactant 2

HCID 814531-Methyl-2-pyrrolecarboxylic acidHCID 167693Trimethylsilyldiazomethane

Product 1

HCID 142178Methyl 1-methylpyrrole-2-carboxylateYield 99.7%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 312751,4-DioxaneSolvent

Procedure

To a solution of 1-methyl-2-pyrrolecarboxylic acid (1.03 g, 8.22 mmol) in MeOH (5 mL) and dioxane (5 mL) at room temperature, trimethylsilyldiazomethane (2M in ether, 5.0 mL, 10.0 mmol) was added. After being stirred at room temperature for 1 h, the mixture was concentrated in vacuo to give methyl 1-methyl-2-pyrrolecarboxylate as a volatile oil (1.14 g).

Workup

  1. concentrationthe mixture was concentrated in vacuo

Sources & evidence

ORD record
ord-37f5c435626940b3806c1a6a3d90c66a
Source dataset
uspto-grants-2011_11
Patent number
US08063077B2

Reaction notes

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