HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl 6-benzyloxy-4-chloro-1-methyl-2-indolecarboxylate → Ethyl 4-chloro-6-hydroxy-1-methyl-2-indolecarboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl 6-benzyloxy-4-chloro-1-methyl-2-indolecarboxylate | HCID 21194606 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Ethyl 4-chloro-6-hydroxy-1-methyl-2-indolecarboxylate | HCID 21194263 | 92.4% |
Reaction Steps
In 60 ml of tetrahydrofuran was dissolved 2.20 g (6.40 mmol) of ethyl 6-benzyloxy-4-chloro-1-methyl-2-indolecarboxylate. After 0.3 g of 10% palladium/carbon was added to the solution, catalytic hydrogenation was performed at ambient temperature under normal pressure. After completion of the reaction, the catalyst was filtered off and the filtrate was concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography to give 1.50 g (92.4%) of ethyl 4-chloro-6-hydroxy-1-methyl-2-indolecarboxylate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06169107A |
| Source dataset | uspto-grants-2001_01 |
| ORD ID | ord-bd6ae859ddc8451b9a0d57ba510ce675 |
| Source note | uspto-grants-2001_01 |