HuagongsheHuagongshe Chemistry Print Report · For research reference only
Lithium Hydroxide → 3-Chloro-5-formyl-1H-pyrrole-2-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | methyl 3-chloro-5-formyl-1H-pyrrole-2-carboxylate | HCID 86644900 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3-Chloro-5-formyl-1H-pyrrole-2-carboxylic acid | HCID 86644902 | 114.6% |
Reaction Steps
LiOH (2 mL, 2 mmol) was added to a solution of methyl 3-chloro-5-formyl-1H-pyrrole-2-carboxylate (0.050 g, 0.26 mmol) in THF (2 mL) and methanol (2 mL). The solution was stirred at room temperature overnight. The solvents were evaporated and the residue was partitioned between EtOAc and 1 N HCl. The organic layer was separated, dried over MgSO4, filtered and evaporated to a solid to afford the title compound (0.0517 g) as a crude product which was used with no further purification. 1H NMR (400 MHz, Acetone-d6) δ ppm 11.87 (br. s., 1H), 9.72 (s, 1H), 7.02 (s, 1H). LCMS: m/z 174.2 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08304419B2 |
| Source dataset | uspto-grants-2012_11 |
| ORD ID | ord-c732c015b5f04cb097f7069fee362c85 |
| Source note | uspto-grants-2012_11 |