Acetic Acid → Spiro[5.5]undec-1-en-3-one

To a solution of the above product (1) (22.6 g) in toluene (100 ml) was added methylvinyl ketone (9.6 g), and the mixture was stirred at room temperature. After 3 hours, to the reaction mixture were added sodium acetate (10 g), acetic acid (40 ml) and water (40 ml), and the mixture was heated under reflux. After 4 hours, the reaction mixture was cooled to room temperature and then ethyl acetate (100 ml) was added thereto. The mixture was washed with water (100 ml), 2 mol/l hydrochloric acid (50 ml) and then brine (100 ml), and the organic layer was dried over sodium sulfate, and the solvent was removed in vacuo. The residue was distilled under reduced pressure (95° C., 1 mmHg) to give 4.3 g of spiro[5.5]undecen-3-one.

1. temperaturethe mixture was heated
2. temperatureunder reflux
3. waitAfter 4 hours
4. temperaturethe reaction mixture was cooled to room temperature
5. washThe mixture was washed with water (100 ml), 2 mol/l hydrochloric acid (50 ml)
6. dry with materialbrine (100 ml), and the organic layer was dried over sodium sulfate
7. customthe solvent was removed in vacuo
8. distillationThe residue was distilled under reduced pressure (95° C., 1 mmHg)

ORD-Eintrag

ord-a6fbb871a94547ca80457568a791ba3c

Quelldatensatz

uspto-grants-2010_08

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07767854B2