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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2410535Generated: November 2, 2026

Ethyl Bromide → Methyl 2-ethoxy-2'-methyl-[1,1'-biphenyl]-4-carboxylate

https://huagongshe.com/reaction/2410535

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl BromideHCID 6332—
ReactantPotassium CarbonateHCID 11430—
ReactantMethyl 2-hydroxy-2'-methyl-[1,1'-biphenyl]-4-carboxylateHCID 58554208—
SolventAcetonitrileHCID 6342—
ProductMethyl 2-ethoxy-2'-methyl-[1,1'-biphenyl]-4-carboxylateHCID 5855413898.8%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a stirred solution of methyl 2-hydroxy-2′-methyl-1,1′-biphenyl-4-carboxylate (10 g, 41.2 mmol) in anhydrous ACN (100 mL) was added anhydrous potassium carbonate (17.1 g, 123.6 mmol) followed by ethyl bromide (15.4 mL, 206 mmol). The reaction mixture was heated at 50° C. for 48 hours, and then cooled to RT and filtered. The filtrate was concentrated under vacuum affording of the title compound as brown liquid (11 g, 98%). 1H-NMR (DMSO-d6, 400 MHz) δ 7.70 (d, 1H), 7.62 (s, 1H), 7.16-7.29 (m, 5H), 4.09 (q, 2H), 3.95 (s, 3H), 2.15 (s, 3H), 1.30 (t, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08815919B2
Source datasetuspto-grants-2014_08
ORD IDord-083d9ffd94c1458f99552979314021df
Source noteuspto-grants-2014_08