HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → HCID 21950015, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | 1H-Indole, 6-methyl- | HCID 137928 | — |
| Reactant | Sodium Methoxide | HCID 10942334 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 21950015 | HCID 21950015 | 54% |
Reaction Steps
To a solution of 6-methylindole (1.00 g, 7.62 mmol) in diethyl ether (10 mL) at 4° C. was added a 2.0 M solution of oxalyl chloride in methylene chloride (4.0 mL, 8.0 mmol). The resulting solution was allowed to warm to room temperature. After 90 min, the solution was cooled to −78° C. To this solution was added 25% (w/w) solution of sodium methoxide in methanol (3.65 mL, 16.0 mmol). The resulting solution was allowed to warm to room temperature. After 1 h, the solution was filtered to give the title compound (894 mg, 54%) as a beige solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07109229B2 |
| Source dataset | uspto-grants-2006_09 |
| ORD ID | ord-fa73c128ecd84257ad971ead24b942a6 |
| Source note | uspto-grants-2006_09 |