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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 331262Generated: October 26, 2026

Azobisisobutyronitrile → 2-Bromo-1-oxo-3-phenyl-1H-inden-6-yl acetate

https://huagongshe.com/reaction/331262

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAzobisisobutyronitrileHCID 6547—
ReactantN-bromobutanimideHCID 67184—
Reactant2,3-Dihydro-1-oxo-3-phenyl-1H-inden-6-yl acetateHCID 70317234—
SolventCarbon TetrachlorideHCID 5943—
Product2-Bromo-1-oxo-3-phenyl-1H-inden-6-yl acetateHCID 7031324192.3%

Reaction Steps

2,3-Dihydro-1-oxo-3-phenyl-1H-inden-6-yl acetate (10.1 g, 37.9 mmol) obtained in Step 3 was placed into a flask and dissolved in CCl4 (200 mL). To the resulting solution, NBS (14.8 g, 2.2 eq) and AIBN (0.62 g, 10 mol %) were added. The resulting mixture was allowed to reflux for 1 h. Then the mixture was further irradiated by a tungsten lamp (375W) for 1.5 h. After cooling to room temperature, the precipitate was collected using a Buchner funnel. The solid was dissolved in CH2Cl2 and washed with sat. Na2S2O3, H2O, and brine. The organic layer was dried over MgSO4 and concentrated in vacuo to give the desired product (12.0 g, 92%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08877747B2
Source datasetuspto-grants-2014_11
ORD IDord-dad5f08ce8fb4ba78967408f6e963a70
Source noteuspto-grants-2014_11