Hydrochloric Acid → 2,6-Dimethyl-3-heptanone

To a slurry of Mg turnings (3.89 g, 160 mmol) in dry diethyl ether (150 mL), a solution of isoamylbromide (24.59 g, 163 mmol) in diethyl ether (20 mL) is slowly added. As soon as the reaction starts, the mixture is cooled if necessary with a water bath. After complete addition, the mixture is stirred for 30 min, and is then added slowly to a cooled (0° C.) mixture of isobutyronitrile (34.65 g, 501 mmol) and CuBr (1.15 g, 8.0 mmol) in diethyl ether (50 mL) and THF (50 mL). After complete addition (30 min) the mixture is stirred at rt for 1 h before 1 N aq. NaH2PO4 (50 mL) and 1N aq. HCl (100 mL) is added. Stirring is continued at rt for 15 min. The phases are separated and the aq. phase is extracted with additional diethyl ether (100 mL). The combined organic extracts are washed with aq. 1N aq. HCl (2×50 mL), sat. aq. NH4Cl/sat. aq. NaHCO3 1:1 (2×50 mL) and brine (50 mL), dried over Na2SO4, filtered and evaporated to give crude 2,6-dimethyl-heptan-3-one (20.1 g) as an oil.

1. temperaturethe mixture is cooled if necessary with a water bath
2. additionAfter complete addition
3. additionis then added slowly to
4. temperaturea cooled
5. additionAfter complete addition (30 min) the mixture
6. additionis added
7. stirringStirring
8. waitis continued at rt for 15 min
9. customThe phases are separated
10. extractionthe aq. phase is extracted with additional diethyl ether (100 mL)
11. washThe combined organic extracts are washed with aq. 1N aq. HCl (2×50 mL), sat. aq. NH4Cl/
12. dry with materialaq. NaHCO3 1:1 (2×50 mL) and brine (50 mL), dried over Na2SO4
13. filtrationfiltered
14. customevaporated

ORDレコード

ord-2409fc59a6cc4e5fa83771dc6e59c44e

出典データセット

uspto-grants-2011_08

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US08003800B2