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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1971830Erstellt: 26. Oktober 2026

Benzene, 1,2-dichloro-4-iodo- → 3-(3,4-Dichlorophenyl)propanal

https://huagongshe.com/reaction/1971830

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktBenzene, 1,2-dichloro-4-iodo-HCID 88591—
EduktHydroxypropyleneHCID 143500—
EduktSodium BicarbonateHCID 516892—
KatalysatorTetrabutylammonium ChlorideHCID 70681—
Katalysatorpalladium(II) acetateHCID 167845—
LösungsmittelDimethylformamideHCID 6228—
Produkt3-(3,4-Dichlorophenyl)propanalHCID 2349957249,8%

Reaktionsbedingungen

Temperatur50 °C

Reaktionsschritte

To a solution of 1,2-dichloro-4-iodobenzene (5.44 g, 20 mmol) in DMF (60 ml) was added Bu4NCl (5.56 g, 20 mmol), propenol (4.64 g, 80 mmol), Pd(OAc)2 (224 mg, 1 mmol) and NaHCO3 (10.0 g, 120 mmol) successively at room temperature. The mixture was heated at 50° C. for 12 hour. After cooling to the room temperature, the mixture was poured into ice-water, extracted with DCM three times. The combined organic layers were washed with brine, dried over Na2SO4 and concentrated under reduced pressure. The residue was purified by column chromatography using PE/EA (20/1) as eluent to afford the title compound (2.01 g, yield 49.8%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08431581B2
Quelldatensatzuspto-grants-2013_04
ORD IDord-46f948d4cafa4b82864e6dd87d3cfd78
Quellennotizuspto-grants-2013_04