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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2383032Generated: October 25, 2026

Ammonia → 1-(3-Fluorophenyl)-3,4-dihydroisoquinoline

https://huagongshe.com/reaction/2383032

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantPhosphoric AcidHCID 1004—
ReactantPhosphorus oxide (P4O10)HCID 14812—
Reactant3-fluoro-N-(2-phenylethyl)benzamideHCID 762737—
SolventWaterHCID 962—
Product1-(3-Fluorophenyl)-3,4-dihydroisoquinolineHCID 14998903105.2%

Reaction Conditions

Temperature150 °C

Reaction Steps

Phosphoric acid (11.9 mL) was added to diphosphorus pentoxide (20.0 g) over 5 minutes. The mixture was stirred at 150° C. for 0.5 hours. 3-fluoro-N-(2-phenylethyl)benzamide (5.00 g) was added to the mixture, followed by stirring at 160° C. for 2.5 hours. After cooling, water was added to the reaction solution to which 28% aqueous ammonia was then added to be alkaline. The reaction solution was extracted with EtOAc, washed with saturated brine, and dried over magnesium sulfate. After filtration, the filtrate was concentrated under reduced pressure to obtain 1-(3-fluorophenyl)-3,4-dihydroisoquinoline (4.87 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08263607B2
Source datasetuspto-grants-2012_09
ORD IDord-e322bbcebb1e4c079f7ceffd64ce5c5e
Source noteuspto-grants-2012_09