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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1528057Generated: October 31, 2026

Tetrahydrofuran → 2-(benzyloxy)-4-(3,4-difluoro-1H-pyrrol-1-yl)aniline

https://huagongshe.com/reaction/1528057

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
Reactant1-[3-(benzyloxy)-4-nitrophenyl]-3,4-difluoro-1H-pyrroleHCID 71272220—
CatalystZincHCID 23994—
SolventAcetic AcidHCID 176—
Product2-(benzyloxy)-4-(3,4-difluoro-1H-pyrrol-1-yl)anilineHCID 8668654997.2%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a mixture of zinc (33.7 g), THF (40 mL) and acetic acid (80 mL) was added dropwise a mixture of 1-[3-(benzyloxy)-4-nitrophenyl]-3,4-difluoro-1H-pyrrole (8.52 g), THF (80 mL) and acetic acid (40 mL) at 0° C., and the mixture was stirred at 0° C. for 15 min. The reaction mixture was filtered, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (NH, hexane/ethyl acetate), and recrystallized from hexane/ethyl acetate to give the title compound (7.53 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09090586B2
Source datasetuspto-grants-2015_07
ORD IDord-fd6d4008a0b54f8199876b4b1ae94bc0
Source noteuspto-grants-2015_07