61235-08-3

Basic information

• Product Name: Cyclohexanone, 2-[2-(acetyloxy)-1-hydroxy-1-methylethyl]-
• CAS NO: 61235-08-3
• Molecular Formula: C11H18O4
• Molecular Weight: 214.262
• Mol File: 61235-08-3.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: Cyclohexanone, 2-[2-(acetyloxy)-1-hydroxy-1-methylethyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclohexanone, 2-[2-(acetyloxy)-1-hydroxy-1-methylethyl]-(61235-08-3)
• EPA Substance Registry System: Cyclohexanone, 2-[2-(acetyloxy)-1-hydroxy-1-methylethyl]-(61235-08-3)

Safety Data

• Hazardous Substances Data: 61235-08-3(Hazardous Substances Data)

Upstream product

• 906433-01-0 Acetic acid 3-methyl-3,3a,4,5,6,7-hexahydro-benzo[c]isoxazol-3-ylmethyl ester 
• 82150-14-9 Acetic acid (3R,3aR)-3-methyl-3,3a,4,5,6,7-hexahydro-benzo[c]isoxazol-3-ylmethyl ester 
• 592-20-1 Acetol acetate 
• 6651-36-1 1-(Trimethylsilyloxy)cyclohexene 

Relevant articles and documents

REDUCTION OF DELTA 2-ISOXAZOLINES. PART 3: RANEY-NICKEL CATALYZED FORMATION OF beta -HYDROXY KETONES.

The importance of the beta -hydroxy ketone moiety has led to the development of a wide variety of aldol type methodologies for its construction. A conceptually new approach to these 'aldol adducts' is presented on the basis of left bracket 3 plus 2 right bracket dipolar cycloaddition of in situ generated nitrile oxides and olefins followed by reduction of the resulting DELTA **2-isoxazolines. This approach provides a nice complement of the aldol type reaction. Optimum conditions for the transformation of DELTA **2-isoxazolines to beta -hydroxy ketones use Raney-nickel catalyst, boric acid, 5/1 MeOH/H//2O, and hydrogen gas. Under these mild conditions, 3-methyl-5-n-butyl- DELTA **2-isoxazoline is transformed to 4-hydroxy-2-octanone in high yield. Thus 'directed aldol' type adducts are readily available by selection of the appropriate olefin and nitrile oxide precursor (usually the 1 degree nitro compound).