2-prop-2-enoxycyclohexa-2,5-diene-1,4-dione

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

実験手順: 2-Allyloxy-1,4-benzoquinone (6.56 g, 40 mM) and p-Methylstyrene (17.4 g, 0.10 M) were dissolved in 80 ml of isopropanol to give 2.3 g (8.3 mM) of 2-Allyl-3-hydroxy-6-methyl-1,4-phenanthrenequinone in the same manner as in Example 7.

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

実験手順: 2-Allyloxy-1,4-benzoquinone (6.56 g, 40 mM) and p-Chlorostyrene (60 g, 0.44 M) were dissolved in 80 ml of isopropanol to give 0.74 g (2.48 mM) of 2-Allyl-3-hydroxy-6-chloro-1,4-phenanthrenequinone in the same manner as in Example 7.

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

実験手順: 2-Allyloxy-1,4-benzoquinone (6.56 g, 40 mM) and p-tert-Butylstyrene (70 g, 0.40 M) were dissolved in 80 ml of isopropanol to give 1.90 g (5.9 mM) of 2-Allyl-3-hydroxy-6-tert-butyl-1,4-phenanthrenequinone in the same manner as in Example 7.

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

実験手順: 2-Allyloxy-1,4-benzoquinone (10.0 g, 61 mM) and α-Methylstyrene (70 g, 0.59 M) were dissolved in 120 ml of isopropanol to give 3.6 g (14 mM) of 2-Allyl-3-hydroxy-9-methyl-1,4-phenanthrenequinone in the same manner as in Example 7.

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

実験手順: 2-Allyloxy-1,4-benzoquinone (10 g, 61 mM) and Styrene (19.8 g, 183 mM) were dissolved in 100 ml of isopropanol and refluxed for 48 hours. The reaction solution was cooled to room temperature, was concentrated by distillation under reduced pressure. 100 ml of toluene added to concentrated solution and toluene was dissolved, and refluxed for 12 hours, and was then purified by chromatography on silica gel to give to 3.4 g (12.9 mM) of 2-Allyl-3-hydroxy-1,4-phenanthrenequinone. refluxed for 48 hours was concentrated by distillation under reduced pressure 100 ml of toluene added to concentrated solution and toluene was dissolved refluxed for 12 hours was then purified by chromatography on silica gel

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

実験手順: 2-Allyloxy-1,4-benzoquinone (10.0 g, 60.9 mM) and 6,6-Dimethyl-1-Vinylcyclohexene (19.8 g, 183 mM) were dissolved in 100 ml of MeOH, and refluxed for 3 hours. 3-Allyloxy-8,8-dimethyl-5,6,7,8-tetrahydro-1,4-phenanthrenequinone (6.5 g, 22.0 mM) was obtained in the same manner as in Example 1. refluxed for 3 hours

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

実験手順: 2-Allyloxy-1,4-benzoquinone (10.0 g, 60.9 mM) and 1-Vinylcyclohexene (19.8 g, 183 mM) were dissolved in 100 ml of MeOH, and refluxed for 3 hours. The reaction solution was cooled to room temperature, and then Triethylamine (5 ml) and NaIO4 (13.0 g, 61.0 mM) were added thereto, and stirred vigorously for another 1 hours. Reaction solution therein was filtered and the filtrate was concentrated by distillation under reduced pressure and was then purified by chromatography on silica gel to give 7.6 g (28.4 mM) of 3-Allyloxy-5,6,7,8-tetrahydro-1,4-phenanthrenequinone. refluxed for 3 hours Reaction solution therein was filtered the filtrate was concentrated by distillation under reduced pressure was then purified by chromatography on silica gel