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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2265997Generated: October 26, 2026

(+-)-2-Butanol → 3-(2-sec-Butoxy-6-trifluoromethyl-pyridin-3-yl)-acrylic acid

https://huagongshe.com/reaction/2265997

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(+-)-2-ButanolHCID 6568—
ReactantSodium hydrideHCID 24758—
Reactant3-(2-Chloro-6-trifluoromethyl-pyridin-3-yl)-acrylic acidHCID 72335632—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product3-(2-sec-Butoxy-6-trifluoromethyl-pyridin-3-yl)-acrylic acidHCID 6878068467.6%

Reaction Steps

2-Butanol (70.1 mg, 0.945 mmol) and sodium hydride (70 mg, 1.8 mmol) were added in DMF. The reaction mixture was stirred for 10 mins and then 3-(2-chloro-6-trifluoromethyl-pyridin-3-yl)-acrylic acid (67 mg, 0.266 mmol) was added into the reaction mixture. The reaction mixture was diluted with EtOAc, and washed with water and brine. The organic layer was dried over anhydrous MgSO4 and concentrated under reduced pressure. The resulting residue was purified by column chromatography (Hex/EtOAc=1/1) to give the title product (52 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07858621B2
Source datasetuspto-grants-2010_12
ORD IDord-e8d9734e308d47bca8f2e719909c9614
Source noteuspto-grants-2010_12