N-cyclohexylidenehydroxylamine

反応条件: temp:0.00; pressure:0.00; stir:

反応条件: temp:0.00; pressure:0.00; stir:

反応条件: temp:0.00; pressure:0.00; stir:

反応条件: temp:0.00; pressure:0.00; stir:

反応条件: temp:0.00; pressure:0.00; stir:

反応条件: temp:-20.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: To a solution of 16.8 g (0.149 mol) cyclohexanone oxime in 240 ml methylene chloride was slowly added at 0° C. 19.4 g (0.178 mol) tert.-butyl-hypochlorite. The resulting dark blue solution was cooled to −20° C. and then 30 ml ethanol and 20.0 g (0.212 mol) 1,3-cycloheptadiene were added and the mixture was stored in a freezer at 5° C. for 2 days until the blue color had disappeared. The reaction mixture was added to 30 ml isopropanol and then 300 ml diethyl ether and after stirring for 3 h the resulting precipitate was isolated by suction to yield 18.6 g of 6-oxa-7-aza-bicyclo[3.2.2]non-8-ene hydrochloride. 9.0 g (0.072 mol) of this material were hydrogenated with palladium on activated carbon at 5 bar hydrogen. After complete conversion the catalyst was filtered off and a solution of 30 ml 4 M hydrochloric acid in dioxane was added. After evaporation the residue was crystallized from 20 ml isopropanol and 500 ml diethyl ether giving 7.5 g cis-4-amino-cycloheptanol as hydrochloride. was isolated by suction

反応条件: temp:0.00; pressure:0.00; stir:

反応条件: temp:0.00; pressure:0.00; stir:

反応条件: temp:0.00; pressure:0.00; stir:

反応条件: temp:40.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: Take 200 ml of aqueous solution of 2.16N sulfuric acid in a round bottom flask. Dissolve in this solution 6.8 gm of sodium dodecyl benzene sulfonate (SDBS) and 1.3 gm of benzene by mild stirring. Keep the flask in a water bath maintained at temperature of 40° C. A macroemulsions of benzene in sulfuric acid is formed. To this macroemulsion, add 14.0 gm of cyclohexanone oxime and stir for 21/2 hours. Neutralize the excess acid using Whatman No. 1 filter paper to remove or recycle the the unreacted cyclohexanone oxime. Separate the organic and aqueous layers of the filtrate. Wash the aqueous layer with 3×10 ml benzene and add the benzene washing with the main organic layer. Analyze the benzene layer, the aqueous layer and the unreacted cyclohexanone oxime as obtained above by Gas Chromatography for the amount of cyclohexanone oxime, cyclohexanone and caprolactam. 1 filter paper to remove Separate the organic and aqueous layers of the filtrate Wash the aqueous layer with 3×10 ml benzene add the benzene washing with the main organic layer

反応条件: temp:25.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: Take 200 ml of aqueous solution of 3.0N sulfuric acid in a round bottom flask. Dissolve in this solution 16 grams of sodium dodecyl sulfate (SDS) and 5.3 gm 1-pentanol by mild stirring. A microemulsion is thus formed. Keep the flask in a water bath maintained at temperature of 25° C. To this microemulsion, add 10.0 gm of cyclohexanone oxime and stir the mixture mildly for 2 hours. Remove the flask from the water bath and neutralize the solution using aqueous solution of ammonia. Filter the solution using Whatman No. 1 filter paper. Measure the amount of filtrate and the residue and extract the filtrate with 100 ml of benzene in steps of 50, 25, and 25 ml respectively. Analyze the benzene layer, the aqueous layer and the residue obtained as above by Gas Chromatography for the amount of cyclohexanone oxime, cyclohexanone and caprolactam. A microemulsion is thus formed Remove the flask from the water bath Filter the solution 1 filter paper Measure the amount of filtrate and the residue and extract the filtrate with 100 ml of benzene in steps of 50, 25, and 25 ml respectively

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: The method according to claim 1, wherein the cyclohexanone oxime is subjected to the Beckmann rearrangement reaction in sulfuric acid or fuming sulfuric acid to obtain ε-caprolactam sulfate.