HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → Methyl 4-bromo-5-methylthiophene-2-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | 4-Bromo-5-methylthiophene-2-carboxylic acid | HCID 818889 | — |
| Solvent | Sulfuric Acid | HCID 1118 | — |
| Product | Methyl 4-bromo-5-methylthiophene-2-carboxylate | HCID 18536848 | 94% |
Reaction Steps
A solution of 4-bromo-5-methyl-2-thiophenecarboxylic acid (3 g, 13.6 mmol) in MeOH (67 mL) and H2SO4 (3 mL) was stirred at 50° C. After 12 h, the solution was added to ice-H2O and the pH was adjusted to ˜11. The aqueous phase was extracted several times with DCM and the combined organic fractions were dried over Na2SO4, concentrated and used directly yielding the title compound (3 g, 94%) as an orange solid: LCMS (ES) m/z 236 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08273782B2 |
| Source dataset | uspto-grants-2012_09 |
| ORD ID | ord-72fb4a3f407a46a396fdc4b107fa07c4 |
| Source note | uspto-grants-2012_09 |