3,3,6,6-tetramethylcyclohexane-1,2-dione

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 20.0 g of 3,3,6,6,-tetramethyl-1,2-cyclohexanedione and 20 ml of 1,2-cyclohexanediamine were dissolved in 20 ml of acetic acid. The obtained solution was heated under reflux for 6 hours, cooled by allowing to stand, and poured into water, followed by the extraction with ethyl acetate. The organic phase was washed with a saturated aqueous solution of sodium hydrogencarbonate and a saturated aqueous solution of common salt, dried over anhydrous magnesium sulfate, and concentrated in a vacuum. The obtained residue was purified by silica gel chromatography (developer: 5% ethyl acetate/hexane) to give 16.0 g of the title compound as a colorless oil. The obtained solution was heated under reflux for 6 hours cooled followed by the extraction with ethyl acetate The organic phase was washed with a saturated aqueous solution of sodium hydrogencarbonate a saturated aqueous solution of common salt, dried over anhydrous magnesium sulfate concentrated in a vacuum The obtained residue was purified by silica gel chromatography (developer: 5% ethyl acetate/hexane)

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 20.0 g of 3,3,6,6,-tetramethyl-1,2-cyclohexanedione and 20 ml of 1,2-cyclohexanediamine were dissolved in 20 ml of acetic acid. The obtained solution was heated under reflux for 6 hours, cooled by allowing to stand, and poured into water, followed by the extraction with ethyl acetate. The organic phase was washed with a saturated aqueous solution of sodium hydrogencarbonate and a saturated aqueous solution of common salt, dried over anhydrous magnesium sulfate, and concentrated in a vacuum. The obtained residue was purified by silica gel chromatography (developer: 5% ethyl acetate/hexane) to give 16.0 g of the title compound as a colorless oil. The obtained solution was heated under reflux for 6 hours cooled followed by the extraction with ethyl acetate The organic phase was washed with a saturated aqueous solution of sodium hydrogencarbonate a saturated aqueous solution of common salt, dried over anhydrous magnesium sulfate concentrated in a vacuum The obtained residue was purified by silica gel chromatography (developer: 5% ethyl acetate/hexane)

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 20.0 g of 3,3,6,6,-tetramethyl-1,2-cyclohexanedione and 20 ml of 1,2-cyclohexanediamine were dissolved in 20 ml of acetic acid. The obtained solution was heated under reflux for 6 hours, cooled by allowing to stand, and poured into water, followed by the extraction with ethyl acetate. The organic phase was washed with a saturated aqueous solution of sodium hydrogencarbonate and a saturated aqueous solution of common salt, dried over anhydrous magnesium sulfate, and concentrated in a vacuum. The obtained residue was purified by silica gel chromatography (developer: 5% ethyl acetate/hexane) to give 16.0 g of the title compound as a colorless oil. The obtained solution was heated under reflux for 6 hours cooled followed by the extraction with ethyl acetate The organic phase was washed with a saturated aqueous solution of sodium hydrogencarbonate a saturated aqueous solution of common salt, dried over anhydrous magnesium sulfate concentrated in a vacuum The obtained residue was purified by silica gel chromatography (developer: 5% ethyl acetate/hexane)

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 20.0 g of 3,3,6,6,-tetramethyl-1,2-cyclohexanedione and 20 ml of 1,2-cyclohexanediamine were dissolved in 20 ml of acetic acid. The obtained solution was heated under reflux for 6 hours, cooled by allowing to stand, and poured into water, followed by the extraction with ethyl acetate. The organic phase was washed with a saturated aqueous solution of sodium hydrogencarbonate and a saturated aqueous solution of common salt, dried over anhydrous magnesium sulfate, and concentrated in a vacuum. The obtained residue was purified by silica gel chromatography (developer: 5% ethyl acetate/hexane) to give 16.0 g of the title compound as a colorless oil. The obtained solution was heated under reflux for 6 hours cooled followed by the extraction with ethyl acetate The organic phase was washed with a saturated aqueous solution of sodium hydrogencarbonate a saturated aqueous solution of common salt, dried over anhydrous magnesium sulfate concentrated in a vacuum The obtained residue was purified by silica gel chromatography (developer: 5% ethyl acetate/hexane)

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 20.0 g of 3,3,6,6,-tetramethyl-1,2-cyclohexanedione and 20 ml of 1,2-cyclohexanediamine were dissolved in 20 ml of acetic acid. The obtained solution was heated under reflux for 6 hours, cooled by allowing to stand, and poured into water, followed by the extraction with ethyl acetate. The organic phase was washed with a saturated aqueous solution of sodium hydrogencarbonate and a saturated aqueous solution of common salt, dried over anhydrous magnesium sulfate, and concentrated in a vacuum. The obtained residue was purified by silica gel chromatography (developer: 5% ethyl acetate/hexane) to give 16.0 g of the title compound as a colorless oil. The obtained solution was heated under reflux for 6 hours cooled followed by the extraction with ethyl acetate The organic phase was washed with a saturated aqueous solution of sodium hydrogencarbonate a saturated aqueous solution of common salt, dried over anhydrous magnesium sulfate concentrated in a vacuum The obtained residue was purified by silica gel chromatography (developer: 5% ethyl acetate/hexane)

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 20.0 g of 3,3,6,6,-tetramethyl-1,2-cyclohexanedione and 20 ml of 1,2-cyclohexanediamine were dissolved in 20 ml of acetic acid. The obtained solution was heated under reflux for 6 hours, cooled by allowing to stand, and poured into water, followed by the extraction with ethyl acetate. The organic phase was washed with a saturated aqueous solution of sodium hydrogencarbonate and a saturated aqueous solution of common salt, dried over anhydrous magnesium sulfate, and concentrated in a vacuum. The obtained residue was purified by silica gel chromatography (developer: 5% ethyl acetate/hexane) to give 16.0 g of the title compound as a colorless oil. The obtained solution was heated under reflux for 6 hours cooled followed by the extraction with ethyl acetate The organic phase was washed with a saturated aqueous solution of sodium hydrogencarbonate a saturated aqueous solution of common salt, dried over anhydrous magnesium sulfate concentrated in a vacuum The obtained residue was purified by silica gel chromatography (developer: 5% ethyl acetate/hexane)

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 20.0 g of 3,3,6,6,-tetramethyl-1,2-cyclohexanedione and 20 ml of 1,2-cyclohexanediamine were dissolved in 20 ml of acetic acid. The obtained solution was heated under reflux for 6 hours, cooled by allowing to stand, and poured into water, followed by the extraction with ethyl acetate. The organic phase was washed with a saturated aqueous solution of sodium hydrogencarbonate and a saturated aqueous solution of common salt, dried over anhydrous magnesium sulfate, and concentrated in a vacuum. The obtained residue was purified by silica gel chromatography (developer: 5% ethyl acetate/hexane) to give 16.0 g of the title compound as a colorless oil. The obtained solution was heated under reflux for 6 hours cooled followed by the extraction with ethyl acetate The organic phase was washed with a saturated aqueous solution of sodium hydrogencarbonate a saturated aqueous solution of common salt, dried over anhydrous magnesium sulfate concentrated in a vacuum The obtained residue was purified by silica gel chromatography (developer: 5% ethyl acetate/hexane)

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 20.0 g of 3,3,6,6-tetramethyl-1,2-cyclohexanedione and 20 ml of 1,2-cyclohexanediamine were dissolved in 20 ml of acetic acid. The obtained solution was heated under reflux for 6 hours, cooled by allowing to stand, and poured into water, followed by the extraction with ethyl acetate. The organic phase was washed with a saturated aqueous solution of sodium hydrogencarbonate and a saturated acueous solution of common salt, dried over anhydrous magnesium sulfate, and concentrated in a vacuum. The obtained residue was purified by silica gel chromatography (developer: 5% ethyl acetate/hexane) to give 16.0 g of the title compound as a colorless oil. The obtained solution was heated under reflux for 6 hours cooled followed by the extraction with ethyl acetate The organic phase was washed with a saturated aqueous solution of sodium hydrogencarbonate a saturated acueous solution of common salt, dried over anhydrous magnesium sulfate concentrated in a vacuum The obtained residue was purified by silica gel chromatography (developer: 5% ethyl acetate/hexane)

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 20.0 g of 3,3,6,6,-tetramethyl-1,2-cyclohexanedione and 20 ml of 1,2-cyclohexanediamine were dissolved in 20 ml of acetic acid. The obtained solution was heated under reflux for 6 hours, cooled by allowing to stand, and poured into water, followed by the extraction with ethyl acetate. The organic phase was washed with a saturated aqueous solution of sodium hydrogencarbonate and a saturated aqueous solution of common salt, dried over anhydrous magnesium sulfate, and concentrated in a vacuum. The obtained residue was purified by silica gel chromatography (developer: 5% ethyl acetate/hexane) to give 16.0 g of the title compound as a colorless oil. The obtained solution was heated under reflux for 6 hours cooled followed by the extraction with ethyl acetate The organic phase was washed with a saturated aqueous solution of sodium hydrogencarbonate a saturated aqueous solution of common salt, dried over anhydrous magnesium sulfate concentrated in a vacuum The obtained residue was purified by silica gel chromatography (developer: 5% ethyl acetate/hexane)

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 20.0 g of 3,3,6,6,-tetramethyl-1,2-cyclohexanedione and 20 ml of 1,2-cyclohexanediamine were dissolved in 20 ml of acetic acid. The obtained solution was heated under reflux for 6 hours, cooled by allowing to stand, and poured into water, followed by the extraction with ethyl acetate. The organic phase was washed with a saturated aqueous solution of sodium hydrogencarbonate and a saturated aqueous solution of common salt, dried over anhydrous magnesium sulfate, and concentrated in a vacuum. The obtained residue was purified by silica gel chromatography (developer: 5% ethyl acetate/hexane) to give 16.0 g of the title compound as a colorless oil. The obtained solution was heated under reflux for 6 hours cooled followed by the extraction with ethyl acetate The organic phase was washed with a saturated aqueous solution of sodium hydrogencarbonate a saturated aqueous solution of common salt, dried over anhydrous magnesium sulfate concentrated in a vacuum The obtained residue was purified by silica gel chromatography (developer: 5% ethyl acetate/hexane)