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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1794013Generated: November 1, 2026

2-Methyl-4-methoxycarbonylphenylboronic acid, pinacol ester → 4-(6,6-Dimethyl-bicyclo[3.1.1]hept-2-en-2-yl)-3-methyl-benzoic acid methyl ester

https://huagongshe.com/reaction/1794013

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Methyl-4-methoxycarbonylphenylboronic acid, pinacol esterHCID 11087024—
Reactant6,6-Dimethyl-bicyclo[3.1.1]hept-2-en-2-yl trifluoromethanesulfonateHCID 22219693—
Product4-(6,6-Dimethyl-bicyclo[3.1.1]hept-2-en-2-yl)-3-methyl-benzoic acid methyl esterHCID 6965251569.5%

Reaction Steps

3-Methyl-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzoic acid methyl ester of Example 28, Step A (1.00 g, 3.62 mmol) and 6,6-dimethyl-bicyclo[3.1.1]hept-2-en-2-yl trifluoromethanesulfonate (1.17 g, 4.34 mmol) were reacted in the manner of Example 1, Step F. Purification by flash column chromatography on silica gel, eluting with a solvent gradient of from 0 to 5% ethyl acetate in hexane, afforded the title compound (0.680 g) as a light yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07022699B2
Source datasetuspto-grants-2006_04
ORD IDord-3e0bd9e391ec4410a11aee9176336aed
Source noteuspto-grants-2006_04