Allyl bromide → Cyclohexanone, 2-(2-propen-1-yl)-

HRID 1835747

Reaktionsgleichung

Reaktionsgleichung von HRID 1835747
[CH3:1][C:2](C)([O-])[CH3:3].[K+].[C:7]1(=[O:13])[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]1.C(Br)C=C.CCOC(C)=O>C1(C)C=CC=CC=1>[CH2:3]([CH:8]1[CH2:9][CH2:10][CH2:11][CH2:12][C:7]1=[O:13])[CH:2]=[CH2:1]

Komponenten

6

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

Ex-6a) A suspension of potassium t-butoxide (200 g, 1.78 mol) in toluene which was cooled to 0° C. in an ice bath under N2 was treated with cyclohexanone (157 g, 1.60 mol). To the reaction mixture was slowly added allyl bromide (194 g, 1.60 mol) over a 2 hour period. The reaction was warmed to room temperature over 5 hours. The reaction was then poured into EtOAc (400 mL) and washed once with 10% potassium hydrogen sulfate (250 mL). The organic solution was then washed with brine (3×200 mL), dried over magnesium sulfate, and evaporated under reduced pressure. The resulting oil was then chromatographed to yield 158.4 g (71.6%) of 2-allyl cyclohexanone as an oil.

Aufarbeitung

  1. customover a 2 hour
  2. temperatureThe reaction was warmed to room temperature over 5 hours
  3. washwashed once with 10% potassium hydrogen sulfate (250 mL)
  4. washThe organic solution was then washed with brine (3×200 mL)
  5. dry with materialdried over magnesium sulfate
  6. customevaporated under reduced pressure
  7. customThe resulting oil was then chromatographed

Quellen und Nachweise

ORD-Eintrag
ord-584979e462a14ceb968d6a1c9200e159
Quelldatensatz
uspto-grants-2004_08
Patentnummer
US06774126B2

Verknüpfte Notizen

Wird geladen…