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
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Benzene, 1,2-dichloro-4-iodo- | HCID 88591 | — |
| Edukt | Hydroxypropylene | HCID 143500 | — |
| Edukt | Sodium Bicarbonate | HCID 516892 | — |
| Katalysator | Tetrabutylammonium Chloride | HCID 70681 | — |
| Katalysator | palladium(II) acetate | HCID 167845 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | 3-(3,4-Dichlorophenyl)propanal | HCID 23499572 | 49,8% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08431581B2 |
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| Quelldatensatz | uspto-grants-2013_04 |
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| ORD ID | ord-46f948d4cafa4b82864e6dd87d3cfd78 |
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| Quellennotiz | uspto-grants-2013_04 |
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