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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 713907Generated: October 31, 2026

Water → HCID 178445771, compound

https://huagongshe.com/reaction/713907

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantHCID 178418546HCID 178418546—
ReactantHCID 178445718HCID 178445718—
SolventDimethyl SulfoxideHCID 679—
ProductHCID 178445771HCID 17844577184.2%

Reaction Conditions

Temperature125 °C

Reaction Steps

Compound 2-bromo-6-((trans)-4-tert-butylcyclohexyloxy)naphthalene (2.0 g, 5.5 mmol, 1.0 eq.) and CuCN (742 mg, 8.34 mmol, 1.5 eq.) was dissolved in DMSO (5 mL). Then the mixture was stirred at 125° C. for 15 h. Water was added and the mixture was extracted with ethyl acetate and the organic layer was purified by silica gel column chromatography using PE/EA (10/1) to give product as a slight yellow solid (1.423 g, 82%). EDI-MS (M+1)+: 308.0 1H NMR (400 MHz, CDCl3) δ 8.12 (s, 1H), 7.78-7.73 (m, 2H), 7.54 (dd, 1H), 7.22 (dd, 1H), 7.14 (s, 1H), 4.33-4.30 (m, 1H), 2.29-2.25 (m, 2H), 1.93-1.90 (m, 2H), 1.48-1.26 (m, 2H), 1.25-1.10 (m, 3H), 0.91 (s, 9H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09186367B2
Source datasetuspto-grants-2015_11
ORD IDord-a45bf3f1816e42698657ff9c13d49723
Source noteuspto-grants-2015_11