Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1500499Generated: November 3, 2026

Ethyl Acetate → HCID 117778323, compound

https://huagongshe.com/reaction/1500499

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantSodium CarbonateHCID 10340—
Reactant2-(Cyclopent-1-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolaneHCID 15486611—
ReactantHCID 18331463HCID 18331463—
SolventEthanolHCID 702—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
ProductHCID 117778323HCID 11777832394.2%

Reaction Steps

Tert-butyl N-[(3-bromophenyl)methyl]-N-tert-butoxycarbonylcarbamate (5.40 g) was dissolved in a mixed solvent of toluene (150 mL), ethanol (100 mL), and water (100 mL). To the solution, 2-(cyclopenten-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (3.26 g), tetrakis(triphenylphosphine) palladium complex (1.62 g), and sodium carbonate (4.45 g) were added at room temperature, and the mixture was then heated to reflux for 19 hours. The reaction solution was cooled to room temperature, and ethyl acetate was then added thereto for separation into organic and aqueous layers. The organic layer was washed with water and concentrated under reduced pressure, and the obtained residue was then purified by chromatography on a silica gel column (Moritex Corporation, elution solvent: hexane/ethyl acetate) to obtain the title compound (4.92 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09206168B2
Source datasetuspto-grants-2015_12
ORD IDord-29612bae8bcc4f438608f252efe44c9a
Source noteuspto-grants-2015_12