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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1646989Generated: October 30, 2026

Water → 6-fluoro-3,4-dihydro-2-phenyl-1(2H)-naphthalenone

https://huagongshe.com/reaction/1646989

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantLithium ChlorideHCID 433294—
ReactantMethyl 6-fluoro-1,2,3,4-tetrahydro-1-oxo-2-phenyl-2-naphthalenecarboxylateHCID 57050899—
SolventDimethylformamideHCID 6228—
Product6-fluoro-3,4-dihydro-2-phenyl-1(2H)-naphthalenoneHCID 1395343387%

Reaction Conditions

Temperature150 °C

Reaction Steps

The tetralone from Step B (2.8 g, 9.4 mmole) was dissolved in 45 ml of dimethylformamide. To this solution was added lithium chloride (2.0 g, 47 mmole) and water (0.42 ml, 23 mmole). The reaction mixture was heated to 150° C. for 2.5 hrs and then cooled and partitioned between ether and water. The aqueous Phase was separated and extracted three times with ether. The combined organic phases were washed once with water, dried (MgSO4), and concentrated (1.96 g, 87% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05182303
Source datasetuspto-grants-1993_01
ORD IDord-c482adfbbac4421e922c5d0c9fb93a29
Source noteuspto-grants-1993_01