HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 5-(Benzyloxy)-6-methyl-1H-indole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 5-Benzyloxy-6-methyl-1H-indole-2-carboxylic acid | HCID 58437498 | — |
| Catalyst | Copper | HCID 23978 | — |
| Solvent | Quinoline | HCID 7047 | — |
| Product | 5-(Benzyloxy)-6-methyl-1H-indole | HCID 24729245 | 41.5% |
Reaction Conditions
| Temperature | 220 °C |
|---|
Reaction Steps
To a solution of 5-benzyloxy-6-methyl-1H-indole-2-carboxylic acid (0.6 g) in quinoline (6 mL) was added copper powder (0.15 g), and this mixture was stirred at 220° C. for 20 minutes. This reaction mixture was poured into 1 mol/L hydrochloric acid, the resulting mixture was extracted with ethyl acetate. This organic layer was washed with brine, and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure. The residue was purified by column chromatography on silica gel (eluent: n-hexane/ethyl acetate) to give the title compound (0.21 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08466152B2 |
| Source dataset | uspto-grants-2013_06 |
| ORD ID | ord-8d8676c7cd534d2ca118f7cd09412c0f |
| Source note | uspto-grants-2013_06 |