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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2421261Generated: October 27, 2026

1-{2,5-difluoro-4-[(phenylmethyl)oxy]phenyl}-4-[(phenylmethyl)oxy]-1H-indole → 1-(2,5-difluoro-4-hydroxyphenyl)-1H-indol-4-ol

https://huagongshe.com/reaction/2421261

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-{2,5-difluoro-4-[(phenylmethyl)oxy]phenyl}-4-[(phenylmethyl)oxy]-1H-indoleHCID 59627920—
CatalystPalladiumHCID 23938—
SolventEthyl AcetateHCID 8857—
Product1-(2,5-difluoro-4-hydroxyphenyl)-1H-indol-4-olHCID 4419328474.7%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07956083B2
Source datasetuspto-grants-2011_06
ORD IDord-3c1517c048f34e788187682935c9e9d7
Source noteuspto-grants-2011_06