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

HRID 1802622Notes

Reaction equation

HRID 1802622 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-b07f62a99b9b4880bc394c0417a11b8a
Source dataset
uspto-grants-2013_01
Patent number
US08349873B2

Reaction notes

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