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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1912878Erstellt: 26. Oktober 2026

Allyl Alcohol → 3-(4-Nitro-2-(trifluoromethyl)phenyl)propionaldehyde

https://huagongshe.com/reaction/1912878

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAllyl AlcoholHCID 7858—
EduktTriethylamineHCID 8471—
Edukt2-Bromo-5-nitrobenzotrifluorideHCID 136198—
KatalysatorTetrabutylammonium BromideHCID 74236—
Katalysatorpalladium(II) acetateHCID 167845—
LösungsmittelDimethylformamideHCID 6228—
Produkt3-(4-Nitro-2-(trifluoromethyl)phenyl)propionaldehydeHCID 23155296166,1%

Reaktionsbedingungen

Temperatur90 °C

Reaktionsschritte

In 3 mL of dimethylformamide, 50 mg (0.19 mmol) of 4-bromo-3-(trifluoromethyl)nitrobenzene was dissolved, and 33 mg (0.56 mmol) of allyl alcohol, 43 mg (0.19 mmol) of tetrabutylammonium bromide, 2.1 mg (5 mol %) of palladium acetate and 52 μL (0.37 mmol) of triethylamine were added thereto and the mixture solution was stirred in an argon atmosphere at 90° C. for two hours. The reaction solution was partitioned between water and ethyl acetate, and the organic layer was washed with a saturated sodium chloride solution and concentrated under reduced pressure. The product was purified by a silica gel column (n-hexane:ethyl acetate=5:1) to obtain 78 mg (79%) of a target product as a pale yellow oil.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08609656B2
Quelldatensatzuspto-grants-2013_12
ORD IDord-3c38739d11ca4ac19714f837354af43e
Quellennotizuspto-grants-2013_12