• Journal of the Korean Chemical Society
• /
• v.23 no.1
• /
• pp.42-45
• /
• 1979

The experimental procedures of Beckmann rearrangement mostly involve the use of vigorous conditions such as strongly acidic reagents (conc. HCl, $H_2SO_4$, $PCl_5$, etc.) or elevated temperatures, which frequently cause isomerization of ketooximes prior to rearrangement.We have effected the Beckmann rearrangement on $5{\alpha}$-cholestan-3-one oxime using the carbon tetrachloride-triphenylphosphine reagent under mild, neutral conditions to give 3-aza-A-homo-$5{\alpha}$-cholestan-4-one. This new, mild, facile and rapid general method of Beckmann rearrangement is presented, and compared with the classical (more conventional) Beckmann reagent of polyphosphoric acid.

• Journal of the Korean Chemical Society
• /
• v.51 no.4
• /
• pp.361-364
• /
• 2007

A one-pot Beckmann rearrangement for the preparation of amides from ketones is described using the silica sulfuric acid under Microwave irradiation. Advantages of this method are regioselectivity with high yields in a simple operation and short reaction time, in which the mole ratio of acid and ketone was 1:2 and it should be greener than the currently used systems.

• Journal of the Korean Chemical Society
• /
• v.52 no.4
• /
• pp.454-456
• /
• 2008

• YAKHAK HOEJI
• /
• v.7 no.2_3
• /
• pp.72-74
• /
• 1963

Synthesis of azosteroid 3-aza-A-homo-cholestane-4-one, 3-aza-A-homo-coprostane-4-one and 3-aza-A-homo-cholestane-4-one from corresponding oxim and keto-steroid by means of Beckmann's and Schimdt's rearrangement by perphosphoric acid have been evaluated.

• Archives of Pharmacal Research
• /
• v.10 no.1
• /
• pp.25-28
• /
• 1987

(+)-Ketoprofen was obtained form resolution with (S) (+)-2-amino-1-butanol and its absolute configuration was determined to be (S) by chemical correlation with (S) (+)-ethyl hydratropate using Beckmann rearrangement as a key step.

• Bulletin of the Korean Chemical Society
• /
• v.29 no.9
• /
• pp.1669-1670
• /
• 2008

• Bulletin of the Korean Chemical Society
• /
• v.21 no.9
• /
• pp.860-866
• /
• 2000

Hydrocarbostyril, which is a key intermediate in our new synthetic route to 6-nitroquipazine, can be prepared from 1-indanone oxime by Beckmann rearrangement. We have optimized the reaction by using a Lewis acid, aluminum chloride,in the yield of 91% instead of common acids such as polyphosphoric acid,and sulfuric acid used in conventional Beckmann rearrangement (20% in the literature, 10% in our experiment).The optimized condition is established by usingthree equivalents of aluminum chloride in CH2Cl2 at -40 $^{\circ}C$ - room tempera-turefor 40 min. We have applied this condition to other 1-indanone derivatives, such as 4-methyl-, 4-methoxy-, 4-nitro and 6-nitro-1-indanones. The mechanism ofthis BR has been proposed on the basis of the effect of tem-perature and substituenton product ratio, with the aid of PM3 calculation for a model system.

• Bulletin of the Korean Chemical Society
• /
• v.19 no.12
• /
• pp.1373-1375
• /
• 1998

• Bulletin of the Korean Chemical Society
• /
• v.21 no.2
• /
• pp.159-160
• /
• 2000