Sodium Hydroxide → 3-methyl-1H-pyrrole-2-carboxylic acid

2.0 g (14.37 mmol) of methyl 3-methyl-1H-pyrrole-2-carboxylate (purchased from Otava Chemicals®, cat. no. 1056278) were dissolved in 50 mL of methanol and 21.5 mL of a 2N aqueous solution of sodium hydroxide were added. The mixture was stirred at room temperature overnight and then at 60° C. for 20 hours. Then the methanol was evaporated in vacuum and the remaining aqueous solution was neutralized with 21.5 mL of a 2N solution of hydrochloric acid. The product was extracted with a 95:5 mixture of chloroform/methanol and the organic phase was washed with brine, dried over magnesium sulphate, filtered and evaporated under vacuum. 1.38 g (77% yield) of the title compound was obtained as a brown solid.

1. waitat 60° C. for 20 hours
2. customThen the methanol was evaporated in vacuum
3. extractionThe product was extracted with a 95:5 mixture of chloroform/methanol
4. washthe organic phase was washed with brine
5. dry with materialdried over magnesium sulphate
6. filtrationfiltered
7. customevaporated under vacuum

ORD record

ord-ba3cefbb801743e0b6fbcd666bf165b1

Source dataset

uspto-grants-2016_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09340547B2