Chlorobis(2,6,6-trimethylbicyclo[3.1.1]heptan-3-yl)borane → HCID 57757255, Verbindung

HRID 227895

Reaktionsgleichung

Reaktionsgleichung von HRID 227895
B(Cl)([C@@H]1[C@@H](C)[C@@H]2C(C)(C)[C@@H](C2)C1)[C@@H]1[C@@H](C)[C@@H]2C(C)(C)[C@@H](C2)C1.[Cl:23][C:24]1[CH:29]=[C:28]([Cl:30])[CH:27]=[CH:26][C:25]=1[C:31]1[CH:36]=[CH:35][C:34]([C:37](=[O:43])[CH2:38][CH2:39][CH2:40][CH:41]=[CH2:42])=[CH:33][CH:32]=1>CCOCC>[Cl:23][C:24]1[CH:29]=[C:28]([Cl:30])[CH:27]=[CH:26][C:25]=1[C:31]1[CH:36]=[CH:35][C:34]([C@H:37]([OH:43])[CH2:38][CH2:39][CH2:40][CH:41]=[CH2:42])=[CH:33][CH:32]=1

Komponenten

4

Edukt 2

HCID 13515837Chlorobis(2,6,6-trimethylbicyclo[3.1.1]heptan-3-yl)boraneHCID 577572631-(2',4'-Dichloro-biphenyl-4-yl)-hex-5-en-1-one

Produkt 1

HCID 57757255HCID 57757255, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel2×

Versuchsvorschrift

(+)DIP-Chloride (2.4 g) was dissolved in dry ether (10 mL) and cooled in an ethanol/CO2 bath. 1-(2′,4′-Dichloro-biphenyl-4-yl)-hex-5-en-1-one (1 g) was dissolved in dry ether (5 mL) and added dropwise to the DIP solution. The mixture was allowed to warm to room temperature and stirred for 24 hours. Petrol (50 mL) was added and the organic layer was separated. The aqueous layer was diluted with water and extracted with a further 50 mL petrol. The organics were combined, dried and evaporated to give a thick oil. It was not possible to obtain a pure sample by column chromatography, but no trace of starting material remained, as assessed by thin layer chromatography.

Aufarbeitung

  1. temperaturecooled in an ethanol/CO2 bath
  2. additionadded dropwise to the DIP solution
  3. customthe organic layer was separated
  4. additionThe aqueous layer was diluted with water
  5. extractionextracted with a further 50 mL petrol
  6. customdried
  7. customevaporated
  8. customto give a thick oil
  9. customto obtain a pure sample by column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-069bb6ea66c24220a267c07d54ed877e
Quelldatensatz
uspto-grants-2009_07
Patentnummer
US07560597B2

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