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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1955728Generated: October 31, 2026

Azobisisobutyronitrile → tert-Butyl 2-(4-(bromomethyl)phenyl)-2-cyclopentylacetate

https://huagongshe.com/reaction/1955728

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAzobisisobutyronitrileHCID 6547—
ReactantN-bromobutanimideHCID 67184—
ReactantTert-butyl 2-cyclopentyl-2-(4-methylphenyl)acetateHCID 15234721—
SolventCarbon TetrachlorideHCID 5943—
Producttert-Butyl 2-(4-(bromomethyl)phenyl)-2-cyclopentylacetateHCID 15225592—

Reaction Conditions

Temperature0 °C

Reaction Steps

27.4 g (0.1 mol) of tert-butyl 2-cyclopentyl-2-(4-methylphenyl)-acetate are dissolved in 200 ml of carbon tetrachloride and the solution is heated to boiling. After addition of 0.82 g of azobisisobutyronitrile, 18.7 g (0.105 mol) of N-bromosuccinimide are added in portions and the mixture is then refluxed for 1 h, cooled to 0° C. and filtered off from the succinimide. After concentration of the filtrate the product precipitates. It is washed with petroleum ether (40/60) and dried.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05776964
Source datasetuspto-grants-1998_07
ORD IDord-22d126c593b14995b0d014aadffb730e
Source noteuspto-grants-1998_07