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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 265793Generated: October 27, 2026

Ethyl 4-[(7,8-dihydro-8,8-dimethyl-5-(1-pentynyl)naphth-3-yl)ethynyl]benzoate → Ethyl 4-[(7,8-dihydro-8,8-dimethyl-5-(1-pentynyl)naphth-2-yl)ethynyl]benzoate

https://huagongshe.com/reaction/265793

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl 4-[(7,8-dihydro-8,8-dimethyl-5-(1-pentynyl)naphth-3-yl)ethynyl]benzoateHCID 18314569—
ReactantEthyl 4-[(5-trifluoromethylsulfonyloxy-7,8-dihydro-8,8-dimethylnaphth-2-yl)ethynyl]benzoateHCID 18314575—
ProductEthyl 4-[(7,8-dihydro-8,8-dimethyl-5-(1-pentynyl)naphth-2-yl)ethynyl]benzoateHCID 18314584—

Reaction Steps

Employing the same general procedure as for the preparation of ethyl 4-[(7,8-dihydro-8,8-dimethyl -5-(1-pentynyl)naphth-3-yl)ethynyl]benzoate (Compound 75), 200 mg (0.42 mmol) of ethyl 4-[(5-trifluoromethylsulfonyloxy-7,8-dihydro-8,8-dimethylnaphth-2-yl)ethynyl]benzoate (Compound 87) was converted into the title compound (pale yellow oil) using 286 mg (4.2 mmol) of pentyne, 60 mg (0.08 mmol) of bis (triphenylphosphine) palladium (II) chloride and 20 mg (0.11 mmol) of cuprous iodide.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05648514
Source datasetuspto-grants-1997_07
ORD IDord-447a457154ee4194a619dea5853de4e1
Source noteuspto-grants-1997_07