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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 399848Generated: October 27, 2026

Triethylamine → Biphenyl-3,5-dicarboxylic acid dimethyl ester

https://huagongshe.com/reaction/399848

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantPhenylboronic AcidHCID 66827—
ReactantDimethyl 5-[[(Trifluoromethyl)sulfonyl]oxy]isophthalateHCID 10617248—
SolventDimethylformamideHCID 6228—
ProductBiphenyl-3,5-dicarboxylic acid dimethyl esterHCID 428941358.9%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of dimethyl 5-(trifluoromethylsulfonyloxy)isophthalate (2.3 g), dihydroxy-phenylborane (1.23 g) and triethylamine (2.0 4 g) in N,N-dimethylformamide (30 ml) was heated at 100° C. and stirred for 3 hours under nitrogen. After evaporating the solvent, the residue was dissolved in a mixture of dichlomethane (100 ml) and water. The organic layer was successively washed with aqueous 10% sodium carbonate solution and brine, dried over magnesium sulfate and evaporated in vacuo. The residue was crystallized from hexane to afford dimethyl 5-phenylisophthalate (1.07 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05824691
Source datasetuspto-grants-1998_10
ORD IDord-aba61e3b5d3249fe8a84e1659f752174
Source noteuspto-grants-1998_10