HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-{2,5-difluoro-4-[(phenylmethyl)oxy]phenyl}-4-[(phenylmethyl)oxy]-1H-indole → 1-(2,5-difluoro-4-hydroxyphenyl)-1H-indol-4-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-{2,5-difluoro-4-[(phenylmethyl)oxy]phenyl}-4-[(phenylmethyl)oxy]-1H-indole | HCID 59627920 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 1-(2,5-difluoro-4-hydroxyphenyl)-1H-indol-4-ol | HCID 44193284 | 74.7% |
Reaction Steps
1-{2,5-difluoro-4-[(phenylmethyl)oxy]phenyl}-4-[(phenylmethyl)oxy]-1H-indole (D22) (258 mg, 0.584 mmoL)) was dissolved in ethyl acetate (10 mL) and was hydrogenated at room temperature and atmospheric pressure in the presence of 10% palladium on charcoal (50% wet) (120 mg). After 22 hours the mixture was filtered and concentrated in vacuo. The crude product was purified by MDAP to give the title compound (E12), (114 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07956083B2 |
| Source dataset | uspto-grants-2011_06 |
| ORD ID | ord-3c1517c048f34e788187682935c9e9d7 |
| Source note | uspto-grants-2011_06 |