137606-75-8

Upstream product

• 118060-78-9 1-methyl-2-phenyl-1H-pyrrol-3(2H)-one 
• 74-88-4 methyl iodide 
• 80-48-8 methyl p-toluene sulfonate 

Downstream Products

• 137606-72-5 5-hydroxy-4-methoxy-1-methyl-5-phenyl-1H-pyrrol-2(5H)-one 

Relevant academic research and scientific papers

3-Hydroxypyrroles and 1H-Pyrrol-3(2H)-ones. Part 10. Alkylation of Pyrrolones under Basic Conditions: Regiospecific Formation of 3-Alkoxypyrroles

Alkylation of 1-substituted 1H-pyrrol-3(2H)-ones 1 in the presence of base generally gives a mixture of O-alkylated 3, C,O-dialkylated 4 and C,C-dialkylated 5 products.The proportion of C-alkylation is increased by the use of a soft alkylating agent (e.g. iodomethane) and a solvent of l ow polarity (e.g.THF), whereas O-alkylation is favoured by hard alkylating agents (e.g. methyl toluene-p-sulphonate), and dipolar aprotic solvents (e.g. dimethylimidazolidinone).These latter conditions give a good preparative route to a wide range of 1-substituted and 1,2-disubstituted 3-alkoxypyrroles 3 (65-90percent yield).The X-ray crystal structure of 1-tert-butyl-3-methoxy-2-phenylpyrrole 22 is reported.