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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1507590Generated: November 1, 2026

Cesium carbonate → 6-Bromo-1-(3-cyclopropoxypropyl)-3,3-dimethylindolin-2-one

https://huagongshe.com/reaction/1507590

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant6-bromo-3,3-dimethyl-2,3-dihydro-1H-indol-2-oneHCID 10657649—
Reactant(3-Bromopropoxy)cyclopropaneHCID 90046503—
SolventDimethylformamideHCID 6228—
Product6-Bromo-1-(3-cyclopropoxypropyl)-3,3-dimethylindolin-2-oneHCID 90046350—

Reaction Conditions

Temperature70 °C

Reaction Steps

To a suspension of 6-bromo-3,3-dimethylindolin-2-one (example 14a, 300 mg, 1.25 mmol) and Cs2CO3 (814 mg, 2.5 mmol) in DMF (2 ml) was added a solution of (3-bromopropoxy)cyclopropane (447 mg, 2.5 mmol) in DMF (0.5 ml). The reaction mixture was heated to 70° C. for 3 hours. The reaction mixture was filtered through sintered glass and concentrated. The crude material was purified by flash chromatography on silica gel using ethyl acetate as eluent. The title compound was obtained as orange viscous oil (360 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09221816B2
Source datasetuspto-grants-2015_12
ORD IDord-eeb776ded8f2482daf1f5e5d5b8d17e0
Source noteuspto-grants-2015_12