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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 610331Generated: October 30, 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/610331

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 numberUS05998471
Source datasetuspto-grants-1999_12
ORD IDord-c28da3869ba2448f983215f39d54b1bf
Source noteuspto-grants-1999_12