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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1259722Generated: November 2, 2026

Ethyl bromoacetate → Ethyl(2'-oxo-5,6-dihydrospiro[benzo[1,2-b:5,4-b']difuran-3,3'-indol]-1'(2'h)-yl)acetate

https://huagongshe.com/reaction/1259722

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl bromoacetateHCID 7748—
ReactantCesium carbonateHCID 10796—
Reactant5,6-dihydro-2H-spiro[benzofuro[6,5-b]furan-3,3'-indolin]-2'-oneHCID 59263354—
SolventAcetoneHCID 180—
ProductEthyl(2'-oxo-5,6-dihydrospiro[benzo[1,2-b:5,4-b']difuran-3,3'-indol]-1'(2'h)-yl)acetateHCID 5926342763%

Reaction Steps

A mixture of 5,6-dihydrospiro[benzo[1,2-b:5,4-b′]difuran-3,3′-indol]2′(1′H)-one (0.28 g, 1.00 mmol), ethyl 2-bromoacetate (0.17 g, 1.00 mmol) and cesium carbonate (0.98 g, 3.00 mmol) in acetone (20.0 mL) was stirred at reflux for 5 hours. After cooling down to ambient temperature, the mixture was filtered. The filtrate was evaporated under reduced pressure and the residue was subjected to column chromatography to give the title compound (0.23 g, 63%) as a white solid: MS (ES+) m/z 366.4 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08466188B2
Source datasetuspto-grants-2013_06
ORD IDord-c9e057f686a54e27a761daa9ef2a8ff7
Source noteuspto-grants-2013_06