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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1095865Generated: November 2, 2026

Sodium Carbonate → 3-Chloro-4-[3,3,3-trifluoro-2-hydroxy-1-methyl-2-(5-methyl-pyrazin-2-yl)-propyl]-phenol

https://huagongshe.com/reaction/1095865

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantHCID 66699099HCID 66699099—
SolventHydrogen BromideHCID 260—
Product3-Chloro-4-[3,3,3-trifluoro-2-hydroxy-1-methyl-2-(5-methyl-pyrazin-2-yl)-propyl]-phenolHCID 57421231—

Reaction Conditions

Temperature105 °C

Reaction Steps

3-(2-Chloro-4-methoxy-phenyl)-1,1,1-trifluoro-2-(methyl-pyrazin-2-yl)-butan-2-ol (486 mg, 1.35 mmol) was dissolved in 48% HBr (10 ml) and stirred at 105° C. (bath temperature) for 2 h. The reaction mixture was then poured on ice-water and saturated aqueous Na2CO3 and extracted twice with ethyl acetate. The combined organic phases were washed with brine, dried over Na2SO4 and evaporated in vacuo. The residue was purified by flash chromatography (10 g silica gel, ethyl acetate/heptane 9:1=>1:1) to give the title compound as white foam (375 mg). MS (m/e)=347.1 [M+H+].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08138189B2
Source datasetuspto-grants-2012_03
ORD IDord-74c64ebd76a94b3bb754706830a5ace0
Source noteuspto-grants-2012_03