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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 11858Generated: October 25, 2026

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

https://huagongshe.com/reaction/11858

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAzobisisobutyronitrileHCID 6547—
ReactantN-bromobutanimideHCID 67184—
ReactantMethyl 4-methylnaphthalene-1-carboxylateHCID 21973653—
SolventCarbon TetrachlorideHCID 5943—
Product1-Naphthalenecarboxylic acid, 4-(bromomethyl)-, methyl esterHCID 1033381396.6%

Reaction Conditions

Temperature70 °C

Reaction Steps

The compound obtained in Example 17-1 (269.9 mg) was dissolved in carbontetrachloride (8 ml), and N-bromosuccinimide (252.6 mg) and azobisisobutylonitrile (22.1 mg) were added to the solution. The mixture was stirred for 6 hours at 70° C. After the completion of the reaction, the solid was removed using a glass filter and the filtrate was concentrated. The residue was dissolved in chloroform and washed with 1 mol/l aqueous solution of sodium hydroxide and saturated brine. The solution was dried over anhydrous sodium sulfate. The solvent was removed by distillation and the residue was dried under reduced pressure to obtain the title compound (363.3 mg) as pale yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07098215B2
Source datasetuspto-grants-2006_08
ORD IDord-556b3489715040888ff745b81e37a366
Source noteuspto-grants-2006_08