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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2362916Generated: October 31, 2026

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

https://huagongshe.com/reaction/2362916

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 numberUS08691836B2
Source datasetuspto-grants-2014_04
ORD IDord-ca18e86bfed74c2e85ad317cd896ef48
Source noteuspto-grants-2014_04