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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2393849Generated: October 29, 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/2393849

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 numberUS05808083
Source datasetuspto-grants-1998_09
ORD IDord-aabab8908f2b4799830d4b1cd98b6bd9
Source noteuspto-grants-1998_09