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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1900810Generated: November 1, 2026

N-bromobutanimide → 2-Bromomethyl-5,8-dimethyl-2,3,6,7-tetrahydrofuro[2,3-f]quinoline-7-one

https://huagongshe.com/reaction/1900810

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-bromobutanimideHCID 67184—
Reactant6-Allyl-5-hydroxy-3,8-dimethylcarbostyrilHCID 23369604—
SolventChloroformHCID 6212—
Product2-Bromomethyl-5,8-dimethyl-2,3,6,7-tetrahydrofuro[2,3-f]quinoline-7-oneHCID 2336955665.4%

Reaction Conditions

Temperature75 °C

Reaction Steps

To 6-allyl-5-hydroxy-3,8-dimethylcarbostyril (3.86 g, 16.68 mmol), N-bromsuccinimide (3.0 g, 16.68 mmol) and chloroform (140 ml) were added, and stirred for 25 minutes in a bath at 75° C. After cooling, the mixture was washed with water, dried, and condensed. The resultant residue was subjected to recrystallization (chloroform-methanol-ether) to obtain 3.36 g of the title compound as pale yellow prisms (64.7%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05576324
Source datasetuspto-grants-1996_11
ORD IDord-ce70171f5439451085d25d294803dff1
Source noteuspto-grants-1996_11