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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 238300Generated: October 30, 2026

Diisobutylaluminumhydride → 3-(6-(4-Fluorophenyl)pyridin-3-yl)prop-2-en-1-ol

https://huagongshe.com/reaction/238300

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisobutylaluminumhydrideHCID 21225700—
ReactantMethyl 3-[6-(4-fluorophenyl)pyridin-3-yl]prop-2-enoateHCID 68821839—
SolventDichloromethaneHCID 6344—
SolventHexaneHCID 8058—
Product3-(6-(4-Fluorophenyl)pyridin-3-yl)prop-2-en-1-olHCID 68821919—

Reaction Conditions

Temperature-70 °C

Reaction Steps

520 mg (2 mmol) of 3-(6-(4-fluorophenyl)pyridin-3-yl)acrylic acid methyl ester were dissolved in 40 ml of dichloromethane and cooled to −70° C. Under argon, 4.65 ml of a 1M solution of diisobutylaluminum hydride in hexane were slowly added. The mixture was stirred at −70° C. for 3 h, quenched with a solution of sodium sulfate, and warmed to room temperature. After filtration over Celite, the organic phase was separated and evaporated. Yield: 430 mg (93%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08642620B2
Source datasetuspto-grants-2014_02
ORD IDord-7edcdd7411e44802927b46eae144e2d6
Source noteuspto-grants-2014_02