2-prop-2-enylphenol

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:100.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: o-Allylphenol (52.2 g), 4,4'-difluorobenzophenone (35 g), 4-fluorobenzophenone (13.8 g), potassium carbonate (37.75 g), dry N-methylpyrrolidone (200 ml) and toluene (75 ml) are placed in a 3-necked 1500 ml flask fitted with a stirrer, reflex condensor and thermometer and the mixture is heated under nitrogen to a temperature between 155°-160° C. and stirred for 3 hours. Water and toluene are separated via a Dean Stark trap and finally after 3 hours the reaction mixture reaches a temperature of 160° C. The mixture is cooled to 100° C. and a 1:1 mixture of toluene/water (400 ml) is added while stirring. After phase separation the aqueous layer is washed with toluene (100 ml) and the combined toluene layers are washed 4 times with water (150 ml). The toluene phase is dried over sodium sulphate and toluene distilled off by use of a rotary evaporator finally in vacuum leaving a 4,4'-bis[o-(1-propenyl)phenoxy]benzophenone/4-[o-(1-propenyl)phenoxy]benzophenone mixture as a light yellow melt. The yield is 89 g. fitted with a stirrer reflex condensor and thermometer and the mixture is heated under nitrogen to a temperature between 155°-160° C. Water and toluene are separated via a Dean Stark trap and finally after 3 hours the reaction mixture a temperature of 160° C a 1:1 mixture of toluene/water (400 ml) is added while stirring After phase separation the aqueous layer is washed with toluene (100 ml) the combined toluene layers are washed 4 times with water (150 ml) The toluene phase is dried over sodium sulphate and toluene distilled off by use of a rotary evaporator finally in vacuum

反応条件: temp:100.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: o-Allylphenol (33.5 g), 4-fluorobenzophenone (50.05 g), potassium carbonate (24.20 g), dry N-methylpyrrolidone (160 ml) and toluene (60 ml) are placed in a 3-necked 500 ml flask fitted with a stirrer, reflex condensor and thermometer and the mixture is heated under nitrogen to a temperature between 155°-160° C. and stirred for 3 hours. Water and toluene are separated via a Dean Stark trap and finally after 3 hours the reaction mixture reaches a temperature of 160° C. The mixture is cooled to 100° C. and a 1:1 mixture of toluene/water (400 ml) is added while stirring. After phase separation the aqueous layer is washed with toluene (50 ml) and the combined toluene layers are washed 4 times with water (150 ml). The toluene phase is dried over sodium sulphate and toluene distilled off by use of a rotary evaporator finally in vacuum leaving 4-[o-(1-propenyl)phenoxy]benzophenone as a light yellow melt. The yield is 73 g. fitted with a stirrer reflex condensor and thermometer and the mixture is heated under nitrogen to a temperature between 155°-160° C. Water and toluene are separated via a Dean Stark trap and finally after 3 hours the reaction mixture a temperature of 160° C a 1:1 mixture of toluene/water (400 ml) is added while stirring After phase separation the aqueous layer is washed with toluene (50 ml) the combined toluene layers are washed 4 times with water (150 ml) The toluene phase is dried over sodium sulphate and toluene distilled off by use of a rotary evaporator finally in vacuum

反応条件: temp:160.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: o-Allylphenol (245.6 g), 2,4'-difluorobenzophenone (200 g), potassium carbonate (187.4 g), dry N-methylpyrrolidone (700 ml) and toluene (250 ml) are placed in a 3-necked 2500 ml flask fitted with a stirrer, reflex condensor and thermometer and the mixture is heated under nitrogen to a temperature of 160° C. and stirred for 8 hours. Water and toluene are separated via a Dean Stark trap and finally after 8 hours the reaction mixture reaches a temperature of 160° C. The mixture is cooled to 100° C. and a 1:1 mixture of toluene/water (1100 ml) is added while stirring. After phase separation the aqueous layer is washed with toluene (200 ml) and the combined toluene layers are washed 4 times with water (400 ml). The toluene phase is dried over sodium sulphate and toluene distilled off by use of a rotary evaporator finally in vacuum leaving 2,4'-bis[o-(1-propenyl)phenoxy]benzophenone as a light yellow melt. The yield is 396 g. fitted with a stirrer Water and toluene are separated via a Dean Stark trap and finally after 8 hours the reaction mixture a temperature of 160° C The mixture is cooled to 100° C. a 1:1 mixture of toluene/water (1100 ml) is added while stirring After phase separation the aqueous layer is washed with toluene (200 ml) the combined toluene layers are washed 4 times with water (400 ml) The toluene phase is dried over sodium sulphate and toluene distilled off by use of a rotary evaporator finally in vacuum

反応条件: temp:100.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: o-Allylphenol (245.6 g), 4,4'-difluorobenzophenone (200 g), potassium carbonate (187.4 g), dry N-methylpyrrolidone (700 ml) and toluene (250 ml) are placed in a 3-necked 2500 ml flask fitted with a stirrer, reflex condensor and thermometer and the mixture is heated under nitrogen to a temperature between 145°-155° C. and stirred for 31/2 hours. Water and toluene are separated via a Dean Stark trap and finally after 3.5 hours the reaction mixture reaches a temperature of 155° C. The mixture is cooled to 100° C. and a 1:1 mixture of toluene/water (1100 ml) is added while stirring. After phase separation the aqueous layer is washed with toluene (300 ml) and the combined toluene layers are washed 4 times with water (400 ml). The toluene phase is dried over sodium sulphate and toluene distilled off by use of a rotary evaporator finally in vacuum leaving 4,4'-bis[o-(1-propenyl)phenoxy]benzophenone as a light yellow melt. The yield is 363.3 g. fitted with a stirrer reflex condensor and thermometer and the mixture is heated under nitrogen to a temperature between 145°-155° C. Water and toluene are separated via a Dean Stark trap and finally after 3.5 hours the reaction mixture a temperature of 155° C a 1:1 mixture of toluene/water (1100 ml) is added while stirring After phase separation the aqueous layer is washed with toluene (300 ml) the combined toluene layers are washed 4 times with water (400 ml) The toluene phase is dried over sodium sulphate and toluene distilled off by use of a rotary evaporator finally in vacuum

反応条件: temp:140.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: In a similar manner to that described in Example 1, o-allylphenol (134 g), 1,3-bisglycidylresorcinol (115.1 g), triphenylethylphosphonium iodide (0.75 g) and methylglycolate (145 g) were reacted at 100° C. for 13 hours. The solvent and excess o-allylphenol were removed by heating at 140° C. finally in vacuo. The yield of adduct was 227.9 g and it showed a viscosity of 280 mPa.s at 70° C. were reacted at 100° C. for 13 hours The solvent and excess o-allylphenol were removed at 70° C.

反応条件: temp:140.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: A mixture of 149 g of 3,6-dichloropyridazine, 268.4 g of 2-allylphenol, 152 g of potassium carbonate, 400 ml of N-methylpyrrolidone and 900 ml of toluene was heated at 140° C. for 30 hours, the resulting water of reaction being distilled off azeotropically. Working up similarly to Example la) gave 317 g (92%) of a partially crystalline product, which consisted of an isomer mixture of allyl-containing and propenyl-containing products. After the addition of methanol and filtration, 140 g of pure 3,6-bis-(2-propenylphenoxy)-pyridazine were obtained as colorless crystals of melting point 165°-168° C.; 1H-NMR: 1.80 (d, CH ), 5.70-5.90 (m, small amount of cis-isomer), 6.20-6.50 (m, 4H, olef.) 7.0-7.7 (m, 1OH, arom.). being distilled off azeotropically consisted of an isomer mixture of allyl- containing propenyl-containing products After the addition of methanol and filtration

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

実験手順: A mixture of 13.5 g. of 2-allyl-phenol, 13.1 g. of phenylisocyanate and 0.5 g. of pyridine is kept at 100° C. for five minutes. Petroleum ether is added whereupon the precipitated crystals are filtered off with suction and washed with petroleum ether to give 2-allyl-phenol-phenylurethane, melting at 108° C. to 109° C. A mixture of 13.5 g are filtered off with suction washed with petroleum ether

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

実験手順: This compound was prepared according to the method described in the previous examples from ethylene diamine (6.0 g, 100 mmole), paraformaldehade (12.6 g, 420 mmole), 2-allyl-phenol (26.8 g, 200 mmole), and toluene (200 ml). The final product was obtained as a viscous liquid. The yield was 92% of theory. This compound was prepared