Benzoyl Peroxide → 1-Naphthalenecarboxylic acid, 4-(bromomethyl)-, methyl ester

Participants

Role	Name	HCID	Charge
Reactant	Benzoyl Peroxide	HCID 7187	—
Reactant	N-bromobutanimide	HCID 67184	—
Reactant	Methyl 4-methylnaphthalene-1-carboxylate	HCID 21973653	—
Solvent	Carbon Tetrachloride	HCID 5943	—
Product	1-Naphthalenecarboxylic acid, 4-(bromomethyl)-, methyl ester	HCID 10333813	96%

Reaction Conditions

Temperature	80 °C

Reaction Steps

To a stirred solution of methyl 4-methyl-1-naphthoate (22.5 g, 0.112 mol) in CCl4 (500 mL) was added NBS (22 g, 0.123 mol) and benzoylperoxide (10% w/w). The reaction mixture was allowed to reflux at 80° C. for 7 h. The reaction mixture was cooled to rt and filtered off. The solid and concentrated under vacuum and the obtained crude product (30 g) was used for further reaction.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07592477B2
Source dataset	uspto-grants-2009_09
ORD ID	ord-e0130883a69e4f88bebd96f485c322ab
Source note	uspto-grants-2009_09