Hydrochloric Acid → 3-Benzoylpropionitrile

HRID 1825900

Reaktionsgleichung

Reaktionsgleichung von HRID 1825900
Br[CH2:2][CH2:3][C:4]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)=[O:5].[C:12]([Cu])#[N:13].Cl>CN(C=O)C.O>[C:12]([CH2:2][CH2:3][C:4]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)=[O:5])#[N:13]

Komponenten

6

Edukt 3

HCID 313Hydrochloric AcidHCID 1224323-Bromo-1-phenylpropan-1-oneHCID 178418546HCID 178418546, Verbindung

Produkt 1

HCID 1384653-Benzoylpropionitrile

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

Based on Kulkarni, N. R. Ayyangar, Tetrahedron, 1994, 50, 1243–1260. ]: A mixture of 3-bromopropiophenone (10.65 g, 50 mmol), CuCN (5.82 g, 65 mmol) in DMF (35 mL) was heated under reflux for 6 h. After cooling the mixture to ambient temperature FeCl3 (5 g) in H2O (30 mL)/HCl conc (10 mL) was added and heated to 80° C. for another 20 min. After cooling to room temperature and extraction with ether further purification occurred by destination under reduced pressure (bp.: 140° C., 10 torr). The ketone could be obtained as slightly yellow, low melting (42° C.) solid.

Aufarbeitung

  1. temperaturewas heated
  2. temperatureunder reflux for 6 h
  3. additionwas added
  4. temperatureAfter cooling to room temperature
  5. extractionextraction
  6. customwith ether further purification

Quellen und Nachweise

ORD-Eintrag
ord-1c2f071980d9481e835ff442b85d516c
Quelldatensatz
uspto-grants-2006_05
Patentnummer
US07049332B2

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