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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 412833Generated: October 30, 2026

Ethyl cyanoacetate → HCID 278441, compound

https://huagongshe.com/reaction/412833

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl cyanoacetateHCID 7764—
Reactant2-BromonaphthaleneHCID 11372—
Catalyst(1E,4E)-1,5-diphenylpenta-1,4-dien-3-one; palladiumHCID 6505921—
ProductHCID 278441HCID 278441917%

Reaction Steps

Method A of the above general procedure was followed using 2-bromonaphthalene (208 mg, 1.00 mmol), ethyl cyanoacetate (123 mg, 1.09 mmol), pentaphenylferrocenyl ligand (14.0 mg, 0.020 mmol) and Pd(dba)2 (6.0 mg, 0.010 mmol). The reaction mixture was purified by column chromatography on silica gel (1:3 dichloromethane/hexanes) to give the desired product (2194 mg, 91%) as a colorless oil: 1H NMR (CDCl3) δ 7.94 (s, 1H), 7.89-7.82 (m, 3H), 7.55-7.50 (m, 3H), 4.88 (s, 1H), 4.29-4.20 (m, 2H), 1.26 (t, 7.2 Hz, 3H). 13C{1H} NMR (CDCl3) δ 165.00, 133.21, 133.16, 129.35, 128.07, 127.76, 127.51, 127.21, 127.08, 126.96, 124.81, 115.75, 63.38, 43.90, 13.89.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06562989B2
Source datasetuspto-grants-2003_05
ORD IDord-c92c0f1036364c57af69b9e33f289775
Source noteuspto-grants-2003_05