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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2227989Generated: October 30, 2026

Sodium Carbonate → HCID 18474515, compound

https://huagongshe.com/reaction/2227989

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantPhenylboronic AcidHCID 66827—
ReactantLithium ChlorideHCID 433294—
ReactantMethyl 2-trifluoromethylsulfonyloxy-4-methylbenzoateHCID 18474576—
CatalystHCID 178418397HCID 178418397—
SolventTolueneHCID 1140—
SolventTetrahydrofuranHCID 8028—
ProductHCID 18474515HCID 18474515—

Reaction Steps

To a suspension of product from step B (14 g; 47 mmol), 2M Na2CO3 (61.1 ml; 122.2 mmol) phenylboronic acid (6.3 g; 51.7 mmole) and LiCl (3.98 g; 94 mmol) in toluene (400 ml), was added, under argon atmosphere, a solution of tetrakis(triphenylphosphine)palladium (1.01 ml; 1.88 mmol) in THF (150 ml). The mixture was refluxed overnight, washed with 2N, NaOH and saturated NaCl. The organic phase was evaporated and the residue purified by flash chromatography (AcOEt/Petroleum ether: 95/5) to give methyl 4-methyl-2-phenylbenzoate as an oil (10.44 g; 98%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06414145B1
Source datasetuspto-grants-2002_07
ORD IDord-586e54de0f30471f83ae8473692d2897
Source noteuspto-grants-2002_07