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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1750991Generated: November 2, 2026

2(3H)-Benzoxazolone → 2(3H)-Benzoxazolone, 3-(3-chloropropyl)-

https://huagongshe.com/reaction/1750991

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2(3H)-BenzoxazoloneHCID 6043—
Reactant1-Bromo-3-chloropropaneHCID 8006—
ReactantPotassium CarbonateHCID 11430—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product2(3H)-Benzoxazolone, 3-(3-chloropropyl)-HCID 1003607299%

Reaction Conditions

Temperature55 °C

Reaction Steps

To a solution of 2-benzoxazolinone (2.0 g, 14.8 mmol) and potassium carbonate (3.07 g, 22.2 mmol) in N,N-dimethylformamide (20 mL), was added 1-bromo-3-chloropropane (4.4 mL, 44.4 mmol, d=1.6). After stirring at 55° C. for 18 hours, the reaction mixture was diluted with ethyl acetate (100 mL), washed with dilute citric acid, water and brine. The organic phase was dried over MgSO4 and concentrated to obtain 3-(3-chloropropyl)benzo[d]oxazol-2(3H)-one (3.1 g, 99%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09156840B2
Source datasetuspto-grants-2015_10
ORD IDord-d661bc5b9c34481492edd060d376f454
Source noteuspto-grants-2015_10