Formic Acid → 4-Ethenylcyclohexanone

Sixth Step: 103.3 g of the compound (15), 86.5 g of 98% formic acid and 200 mL of toluene were added to a reactor in a nitrogen atmosphere, and stirred under refluxing and heating for 2 hours. After confirming that the reaction had been completed by GC analysis, the reaction mixture was poured into and mixed with 500 mL of brine at 0° C. The mixture was separated into an organic layer and an aqueous layer by standing still, so as to attain extraction to the organic layer. The resulting organic layer was fractionated and washed with a saturated sodium bicarbonate aqueous solution and brine, followed by drying over anhydrous magnesium sulfate, and the solvent was removed by distillation under reduced pressure. The resulting residue was distilled under reduced pressure to obtain 66.7 g of 4-vinylcyclohexanone (16) as a colorless transparent liquid.

1. temperatureunder refluxing
2. temperatureheating for 2 hours
3. additionthe reaction mixture was poured into and
4. customThe mixture was separated into an organic layer
5. extractionextraction to the organic layer
6. washwashed with a saturated sodium bicarbonate aqueous solution and brine
7. dry with materialby drying over anhydrous magnesium sulfate
8. customthe solvent was removed by distillation under reduced pressure
9. distillationThe resulting residue was distilled under reduced pressure

ORD record

ord-4bfe50ff125145438fbeea6ec4d98764

Source dataset

uspto-grants-2009_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07510749B2