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

Temperature

0 °C

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.

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

ORD record

ord-584979e462a14ceb968d6a1c9200e159

Source dataset

uspto-grants-2004_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06774126B2