Dimethyl Sulfate → HCID 68155916, compound

Participants

Reaction Steps

Add dimethyl sulfate (3 mL, 3.99 g, 31.63 mmoles) to a mixture of 3-hydroxy-4-methyl-1H-pyrrole-2-carboxylic acid ethyl ester (3.5 g, 20.69 mmoles) and 2M sodium hydroxide (75 mL, 1500 mmoles) and stir the reaction mixture vigorously for 30 mins at room temp (water cooling bath applied). Collect the resultant precipitate and wash with water. Add more dimethyl sulfate (3 mL, 3.99 g, 31.63 mmoles) to the filtrate and stir for 30 minutes. Collect the resultant precipitate and wash with water. Add more dimethyl sulfate (3 mL, 3.99 g, 31.63 mmoles) to the filtrate and stir for 1 h. Combine the isolated precipitates and dry in a vacuum oven at 50° C. for 30 minutes to give ethyl 3-methoxy-4-methyl-1H-pyrrole-2-carboxylate (3.221 g, 84.98% yield). MS (m/z): 184.09 (M+1).

Provenance & Evidence