HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diazomethane → methyl 1H-indole-4-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diazomethane | HCID 9550 | — |
| Reactant | Sulfuric acid magnesium salt (1:1) | HCID 24083 | — |
| Reactant | Indole-4-carboxylic acid | HCID 595229 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | methyl 1H-indole-4-carboxylate | HCID 2733668 | 98% |
Reaction Steps
To a solution of indole-4-carboxylic acid (506 mg, 3.14 mmol) dissolved in a mixture of methanol (5 mL) and diethyl ether (10 mL) was added ethereal diazomethane until disappearance of the starting acid was indicated by TLC. Magnesium sulfate was then added and the solution filtered and concentrated in vacuo. Flash chromatography on Merck silica gel (10 g) eluted with 2:1, chloroform:hexanes, followed by 10:1, chloroform: ether afforded the title compound (540 mg, 98%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05208235 |
| Source dataset | uspto-grants-1993_05 |
| ORD ID | ord-f3eca2e7cd8b4af0b2f619fef1d40c9d |
| Source note | uspto-grants-1993_05 |