Benzyl Bromide → 6-(benzyloxy)-3,4-dihydronaphthalen-1(2H)-one

Participants

Role	Name	HCID	Charge
Reactant	Benzyl Bromide	HCID 7498	—
Reactant	Potassium Carbonate	HCID 11430	—
Reactant	6-Hydroxy-3,4-dihydro-1(2H)-naphthalenone	HCID 4679494	—
Solvent	Water	HCID 962	—
Solvent	Dimethylformamide	HCID 6228	—
Product	6-(benzyloxy)-3,4-dihydronaphthalen-1(2H)-one	HCID 10682241	69.5%

Reaction Conditions

Temperature	25 °C

Reaction Steps

A mixture of 6-hydroxy-1-tetralone (50.0 g, 308 mmol), K2CO3 (64.0 g, 434 mmol) and BnBr (58.0 g, 340 mmol) in DMF (400 mL) was stirred at 25° C. for 16 hours. The mixture was diluted in water (1000 mL), extracted with EtOAc (1000 mL×3). The combined organic layers were washed with brine (500 mL×3), dried over anhydrous Na2SO4 and concentrated under reduced pressure to give the product as a brown solid (54.0 g, yield 69%).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09249132B2
Source dataset	uspto-grants-2016_02
ORD ID	ord-e3d73289995e454e9932e1730e20dfe4
Source note	uspto-grants-2016_02