2-methyl-1-(4-methylphenyl)propan-2-amine

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

Procedure: The title compound was prepared in the manner described in Example 9 using phenylglyoxal and 2-(4-methylphenyl)-1,1-dimethylethanamine. The chromatographed material was recrystallized from cyclohexane to give the title compound m.p. 137. τ(CDCl3 +d6DMSO) 8.95 (6H, s), 7.7 (3H, s), 7.35 (2H, s), 7.0-7.3 (2H, dd), 5.3 (1H, dd), 2.9 (4H, s), 2.5-2.7 (5H, m). The title compound was prepared in the manner The chromatographed material was recrystallized from cyclohexane

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

Procedure: The title compound was prepared in the manner described in Example 9 using phenylglyoxal and 2-(4-methylphenyl)-1,1-dimethylethanamine. The chromatographed material was recrystallized from cyclohexane to give the title compound m.p. 137. τ(CDCl3 +d6DMSO) 8.95 (6H, s), 7.7 (3H, s), 7.35 (2H, s), 7.0-7.3 (2H, dd), 5.3 (1H, dd), 2.9 (4H, s), 2.5-2.7 (5H, m). The title compound was prepared in the manner The chromatographed material was recrystallized from cyclohexane

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

Procedure: The title compound was prepared in the manner described in Example 9 using 3-chlorophenylglyoxal and 2-(4-Methylphenyl)-1,1-dimethyl ethanamine. The chromatographed material was recrystallized from cyclohexane to give the title compound m.p. 104-105. τ(CDCL3), 8.9 (6H, s), 7.7 (3H, s), 7.4 (2H, s), 7.1 (2H, dd,), 5.45 (1H, dd), 3.0 (4H, s), 2.5-2.8 (4H, m). The title compound was prepared in the manner The chromatographed material was recrystallized from cyclohexane

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

Procedure: The title compound was prepared in the manner described in Example 9 using 3-chlorophenylglyoxal and 2-(4-Methylphenyl)-1,1-dimethyl ethanamine. The chromatographed material was recrystallized from cyclohexane to give the title compound m.p. 104-105. τ(CDCL3), 8.9 (6H, s), 7.7 (3H, s), 7.4 (2H, s), 7.1 (2H, dd,), 5.45 (1H, dd), 3.0 (4H, s), 2.5-2.8 (4H, m). The title compound was prepared in the manner The chromatographed material was recrystallized from cyclohexane

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

Procedure: 2.40 g (14.7 mmol) of separately prepared 2-methyl-1-p-tolylpropan-2-amine was dissolved in 20 mL of methylene chloride, and 2.60 g (10.0 mmol) of separately prepared t-butyl 3-(trichloromethyl)-1,2-oxaziridine-2-carboxylate in 10 mL of methylene chloride was added under cooling with ice. The reaction slution was stirred under cooling with ice for 30 minutes and at room temperature for 1 hour, and the methylene chloride was removed under reduced pressure. The resulting residue was purified by silica gel column chromatography using hexane-ethyl acetate (100:0 to 0:100) as the eluent to give 1.61 g of the desired product as colorless crystals. under cooling with ice the methylene chloride was removed under reduced pressure The resulting residue was purified by silica gel column chromatography

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

Procedure: 2.40 g (14.7 mmol) of separately prepared 2-methyl-1-p-tolylpropan-2-amine was dissolved in 20 mL of methylene chloride, and 2.60 g (10.0 mmol) of separately prepared t-butyl 3-(trichloromethyl)-1,2-oxaziridine-2-carboxylate in 10 mL of methylene chloride was added under cooling with ice. The reaction slution was stirred under cooling with ice for 30 minutes and at room temperature for 1 hour, and the methylene chloride was removed under reduced pressure. The resulting residue was purified by silica gel column chromatography using hexane-ethyl acetate (100:0 to 0:100) as the eluent to give 1.61 g of the desired product as colorless crystals. under cooling with ice the methylene chloride was removed under reduced pressure The resulting residue was purified by silica gel column chromatography

Conditions: temp:85.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 6.24 g (26.0 mmol) of 2-chloro-N-(2-methyl-1-p-tolylpropan-2-yl)acetamide and 1.98 g (26.0 mmol) of thiourea were dissolved in 50 mL of ethanol, and 10.2 mL of acetic acid was added dropwise at room temperature. After 3 hours of stirring at 85° C. the resulting white suspension was allowed to cool and diluted with 300 mL of water. The reaction solution was basified with 20 wt % aqueous sodium hydroxide and extracted with hexane, and the extract was washed with saturated aqueous sodium chloride. The organic layer was concentrated under reduced pressure to give 4.04 g of the desired product as a yellow green liquid. to cool extracted with hexane the extract was washed with saturated aqueous sodium chloride The organic layer was concentrated under reduced pressure

Conditions: temp:85.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 6.24 g (26.0 mmol) of 2-chloro-N-(2-methyl-1-p-tolylpropan-2-yl)acetamide and 1.98 g (26.0 mmol) of thiourea were dissolved in 50 mL of ethanol, and 10.2 mL of acetic acid was added dropwise at room temperature. After 3 hours of stirring at 85° C. the resulting white suspension was allowed to cool and diluted with 300 mL of water. The reaction solution was basified with 20 wt % aqueous sodium hydroxide and extracted with hexane, and the extract was washed with saturated aqueous sodium chloride. The organic layer was concentrated under reduced pressure to give 4.04 g of the desired product as a yellow green liquid. to cool extracted with hexane the extract was washed with saturated aqueous sodium chloride The organic layer was concentrated under reduced pressure

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

Procedure: The title compound was prepared in the manner described in Example 9 using phenylglyoxal and 2-(4-methylphenyl)-1,1-dimethylethanamine. The chromatographed material was recrystallized from cyclohexane to give the title compound m.p. 137. τ(CDCl3 +d6DMSO) 8.95 (6H, s), 7.7 (3H, s), 7.35 (2H, s), 7.0-7.3 (2H, dd), 5.3 (1H, dd), 2.9 (4H, s), 2.5-2.7 (5H, m). The title compound was prepared in the manner The chromatographed material was recrystallized from cyclohexane

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

Procedure: The title compound was prepared in the manner described in Example 9 using 3-chlorophenylglyoxal and 2-(4-Methylphenyl)-1,1-dimethyl ethanamine. The chromatographed material was recrystallized from cyclohexane to give the title compound m.p. 104-105. τ(CDCL3), 8.9 (6H, s), 7.7 (3H, s), 7.4 (2H, s), 7.1 (2H, dd,), 5.45 (1H, dd), 3.0 (4H, s), 2.5-2.8 (4H, m). The title compound was prepared in the manner The chromatographed material was recrystallized from cyclohexane

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

Procedure: 2.40 g (14.7 mmol) of separately prepared 2-methyl-1-p-tolylpropan-2-amine was dissolved in 20 mL of methylene chloride, and 2.60 g (10.0 mmol) of separately prepared t-butyl 3-(trichloromethyl)-1,2-oxaziridine-2-carboxylate in 10 mL of methylene chloride was added under cooling with ice. The reaction slution was stirred under cooling with ice for 30 minutes and at room temperature for 1 hour, and the methylene chloride was removed under reduced pressure. The resulting residue was purified by silica gel column chromatography using hexane-ethyl acetate (100:0 to 0:100) as the eluent to give 1.61 g of the desired product as colorless crystals. under cooling with ice the methylene chloride was removed under reduced pressure The resulting residue was purified by silica gel column chromatography

Conditions: temp:85.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 6.24 g (26.0 mmol) of 2-chloro-N-(2-methyl-1-p-tolylpropan-2-yl)acetamide and 1.98 g (26.0 mmol) of thiourea were dissolved in 50 mL of ethanol, and 10.2 mL of acetic acid was added dropwise at room temperature. After 3 hours of stirring at 85° C. the resulting white suspension was allowed to cool and diluted with 300 mL of water. The reaction solution was basified with 20 wt % aqueous sodium hydroxide and extracted with hexane, and the extract was washed with saturated aqueous sodium chloride. The organic layer was concentrated under reduced pressure to give 4.04 g of the desired product as a yellow green liquid. to cool extracted with hexane the extract was washed with saturated aqueous sodium chloride The organic layer was concentrated under reduced pressure