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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1630993Generated: October 30, 2026

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

https://huagongshe.com/reaction/1630993

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 to afford of the title compound as brown liquid (11 g, 98%). 1H NMR (DMSO-d6, 400 MHz) δ 7.70 (1H, d), 7.62 (1H, s), 7.16-7.29 (5H, m), 4.09 (2H, q), 3.95 (3H, s), 2.15 (3H, s), 1.30 (3H, t).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08791142B2
Source datasetuspto-grants-2014_07
ORD IDord-8180313f134c46e7be0676d1374d025a
Source noteuspto-grants-2014_07