HCID 11309757, compound → Methyl (1H-pyrrol-1-yl)acetate

Reaction equation

[CH3:1][O:2][C:3](=[O:12])[CH2:4][N:5]([CH2:9][CH:10]=[CH2:11])[CH2:6]C=C>ClC1C=CC=CC=1>[N:5]1([CH2:4][C:3]([O:2][CH3:1])=[O:12])[CH:6]=[CH:11][CH:10]=[CH:9]1

Participants

Conditions

Temperature: 65 °C

Procedure

0.22 g (1.3 mmole) of the diallylglycine methyl ester prepared in example 27 was dissolved in 3 ml chlorobenzene after which 0.046 g (0,064 mmole) of the bimetallic ruthenium complex 3.e prepared in example 24 was added. The mixture was stirred for 16 hours at 65° C. The catalyst was removed after evaporation of chlorobenzene by column chromatography, providing with 100% selectivity 0.05 g (0.36 mmole, yield 28%) methyl 1H-pyrrole-1-ylacetate. This product was further characterised by the following spectra:

Workup

additionwas added
customThe catalyst was removed
customafter evaporation of chlorobenzene by column chromatography

Sources & evidence

ORD record: ord-b6461f9c819044c3843a60f213daa0f9
Source dataset: uspto-grants-2010_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07687635B2

Reaction notes

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Participants

Reactant 1

HCID 11309757HCID 11309757, compound

Product 1

HCID 11217296Methyl (1H-pyrrol-1-yl)acetateYield 28%

Reagents, catalysts & solvents 1

HCID 7964ChlorobenzeneSolvent