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ChemicalBook CAS DataBase List 4-(2,2-dimethyl-6-methylenecyclohexyl)butan-2-one

4-(2,2-dimethyl-6-methylenecyclohexyl)butan-2-one synthesis

14synthesis methods
-

Yield:-

Steps:

Multi-step reaction with 11 steps
2: 56 percent / LiI*2H2O, 2,4,6-collidine / 19 h / Heating
3: 1.) O3; 2.) NaBH4 / methanol; 1.) -50 deg C, 0.25 h; 2.) -30 deg C, 1 h
4: pyridine / 18 h / Ambient temperature
5: 81 percent / CrO3 / pyridine; CH2Cl2 / 1.5 h / Ambient temperature
6: 1.) 1.6 M n-BuLi / 1.) Et2O, room temp., 3 h; 2.) THF, reflux, 4 h
7: 71 percent / Na, liq. NH3 / tetrahydrofuran / 0.5 h
8: 75 percent / pyridine / 48 h / -20 °C
9: 90 percent / dibenzo-18-crown-6 / acetonitrile / a) room temp., 1 h; b) reflux, 18 h
10: 85 percent / 25 N NaOH / ethanol / 18 h / Heating
11: 77 percent / hexane; tetrahydrofuran / 2 h / 0 °C

References:

Magatti, Charles V.;Kaminski, James J.;Rothberg, Irvin [Journal of Organic Chemistry,1991,vol. 56,# 9,p. 3102 - 3108]