Dimethylformamide → 6-[(3-Fluorophenyl)methoxy]-3,4-dihydroisoquinolin-1(2H)-one

Participants

Role	Name	HCID	Charge
Reactant	Dimethylformamide	HCID 6228	—
Reactant	Potassium Carbonate	HCID 11430	—
Reactant	3-Fluorobenzyl bromide	HCID 68007	—
Reactant	6-Hydroxy-1,2,3,4-tetrahydroisoquinolin-1-one	HCID 15908314	—
Solvent	Water	HCID 962	—
Product	6-[(3-Fluorophenyl)methoxy]-3,4-dihydroisoquinolin-1(2H)-one	HCID 22641908	87.6%

Reaction Conditions

Temperature	90 °C

Reaction Steps

A mixture of 6-hydroxy-3,4-dihydro-2H-isoquinolin-1-one (0.400 g, 2.44 mmol), 3-fluorobenzyl bromide (0.509 g, 2.69 mmol), potassium carbonate (0.372 g, 2.69 mmol) and N,N-dimethylformamide (5 ml) was heated to 90° C. for 8 h. Water was added and the resulting precipitate was washed with diethylether and then dried under high vacuum to afford the title compound (0.580 g, 87%). MS: m/e=272.3 (M+H+).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US06818774B2
Source dataset	uspto-grants-2004_11
ORD ID	ord-8e90f22ff5294ac0beea682338ca74da
Source note	uspto-grants-2004_11