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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 382836Generated: October 26, 2026

Water → N-{[1-(4-Fluorophenyl)-1,3-dihydro-2-benzofuran-5-yl]methylidene}hydroxylamine

https://huagongshe.com/reaction/382836

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
ReactantHydroxyamine hydrochlorideHCID 443297—
Reactant1-(4'-Fluorophenyl)-1,3-dihydroisobenzofuran-5-carbaldehydeHCID 10220427—
SolventTolueneHCID 1140—
ProductN-{[1-(4-Fluorophenyl)-1,3-dihydro-2-benzofuran-5-yl]methylidene}hydroxylamineHCID 7144716579.3%

Reaction Conditions

Temperature2.5 °C

Reaction Steps

1-(4′-Fluorophenyl)-1,3-dihydroisobenzofuran-5-carbaldehyde (5.96 g) was dissolved in toluene (30 ml) and triethylamine (2.75 g) was flown in. Thereto was added hydroxylamine hydrochloride (1.88 g) and the mixture was reacted at 80-90° C. for 1 hr. Hot water (30 ml) was added to the reaction mixture and the mixture was partitioned while hot at 90° C. The organic layer was cooled to 0-5° C. and the resulting crystals were collected by filtration to give the title compound (5.02 g, yield:79.2%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06310222B1
Source datasetuspto-grants-2001_10
ORD IDord-160bfb09c0964941bace886c981835e1
Source noteuspto-grants-2001_10