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

Participants

Role	Name	HCID	Charge
Reactant	Water	HCID 962	—
Reactant	Lithium Chloride	HCID 433294	—
Reactant	Methyl 6-fluoro-1,2,3,4-tetrahydro-1-oxo-2-phenyl-2-naphthalenecarboxylate	HCID 57050899	—
Solvent	Dimethylformamide	HCID 6228	—
Product	6-fluoro-3,4-dihydro-2-phenyl-1(2H)-naphthalenone	HCID 13953433	87%

Reaction Conditions

Temperature	150 °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

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US05268388
Source dataset	uspto-grants-1993_12
ORD ID	ord-1d61d4e97f4a4e06b2b4e3eec8a77efd
Source note	uspto-grants-1993_12