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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1593643Generated: October 31, 2026

HCID 69236174, compound → HCID 69232624, compound

https://huagongshe.com/reaction/1593643

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 69236174HCID 69236174—
ReactantHCID 178418546HCID 178418546—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductHCID 69232624HCID 6923262488.1%

Reaction Conditions

Temperature170 °C

Reaction Steps

To a solution of ethyl 8-bromo-1,2,3,4-tetrahydrodibenzo[b,d]thiophene-2-carboxylate (0.62 g, 1.83 mmol) in 10 mL 1-methylpyrrolidin-2-one was added CuCN (0.328 g, 3.66 mmol). The reaction was heated at 170° C. overnight, then was cooled to room temperature and was partitioned between EtOAc and water. The organic layer was washed with water, then brine, then dried over MgSO4, filtered and concentrated. Purification by chromatography on silica gel (25% EtOAc in hexane) afforded 0.46 g (88%) of the title compound as a white solid: mp 121-122° C.; MS (ES) m/z=285 [M]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07297704B2
Source datasetuspto-grants-2007_11
ORD IDord-14b4b8085eb743e281ca62c0d2f82582
Source noteuspto-grants-2007_11