2-methoxy-1,2-diphenylethanone

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

Procedure: Benzoin methyl ether (50 g) and t-butanol (500 g) were added to a 1 liter, 3-neck round bottom flask equipped with magnetic stirrer, and placed in an oil bath at 80° C. To this mixture, 33.7 g of potassium t-butoxide was added and the solution stirred for 15 minutes. Allyl bromide (42.3 g) was added dropwise over a 1 hour period and stirring was continued at 85° C. for 2 more hours followed by cooling to room temperature. After evaporation of t-butanol and filtration of potassium bromide, the product was distilled at 125° C.±2° C. and 0.05 mm Hg to yield 49.2 g of α-allylbenzoin methyl ether which crystallized upon cooling. equipped with magnetic stirrer placed in an oil bath at 80° C stirring was continued at 85° C. for 2 more hours After evaporation of t-butanol and filtration of potassium bromide the product was distilled at 125° C.±2° C.

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

Procedure: Benzoin methyl ether (50 g) and t-butanol (500 g) were added to a 1 liter, 3-neck round bottom flask equipped with magnetic stirrer, and placed in an oil bath at 80° C. To this mixture, 33.7 g of potassium t-butoxide was added and the solution stirred for 15 minutes. Allyl bromide (42.3 g) was added dropwise over a 1 hour period and stirring was continued at 85° C. for 2 more hours followed by cooling to room temperature. After evaporation of t-butanol and filtration of potassium bromide, the product was distilled at 125° C.±2° C. and 0.05 mm Hg to yield 49.2 g of α-allylbenzoin methyl ether which crystallized upon cooling. equipped with magnetic stirrer placed in an oil bath at 80° C stirring was continued at 85° C. for 2 more hours After evaporation of t-butanol and filtration of potassium bromide the product was distilled at 125° C.±2° C.

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

Procedure: 16.4 g. (0.1 mole) of benzoin methyl ether are dissolved in 100 ml of dimethyl sulphoxide. While passing in nitrogen, 3 ml of 4 normal sodium hydroxide solution are added dropwise. Then 18 g (0.11 mole) of diethyl vinylphosphonate are added dropwise in the course of 10 minutes. The reaction mixture is stirred for 16 hours at room temperature under nitrogen and subsequently neutralised with 2 normal hydrochloric acid. After the reaction mixture has been completely concentrated under reduced pressure, the oily residue is taken up in toluene, washed twice with water and again completely concentrated by rotary evaporation to yield 1-oxo-2-(2-diethylphosphonoethyl)-2-methoxy-1,2-diphenylethane as a slightly viscous yellowish oil which crystallises on standing; m.p. 60°-62° C. (initiator 1). After the reaction mixture has been completely concentrated under reduced pressure washed twice with water again completely concentrated by rotary evaporation

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

Procedure: 16.4 g. (0.1 mole) of benzoin methyl ether are dissolved in 100 ml of dimethyl sulphoxide. While passing in nitrogen, 3 ml of 4 normal sodium hydroxide solution are added dropwise. Then 18 g (0.11 mole) of diethyl vinylphosphonate are added dropwise in the course of 10 minutes. The reaction mixture is stirred for 16 hours at room temperature under nitrogen and subsequently neutralised with 2 normal hydrochloric acid. After the reaction mixture has been completely concentrated under reduced pressure, the oily residue is taken up in toluene, washed twice with water and again completely concentrated by rotary evaporation to yield 1-oxo-2-(2-diethylphosphonoethyl)-2-methoxy-1,2-diphenylethane as a slightly viscous yellowish oil which crystallises on standing; m.p. 60°-62° C. (initiator 1). After the reaction mixture has been completely concentrated under reduced pressure washed twice with water again completely concentrated by rotary evaporation

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

Procedure: Potassium hydroxide 0.4 g was dissolved in ethanol 5 mL and dimethyl sulfoxide 200 mL was further added to obtain a solution. Benzoin methyl ether 30 g (0.13 mol) was dissolved in the solution and paraformaldehyde 5 g (0.16 mol) was added and reacted at 40° C. for 3 hours under nitrogen current. After that, the reaction product was cooled to a room temperature and neutralized with a dilute hydrochloric acid and then saturated salt water 120 mL was added. The solution was extracted by ethyl acetate and the extracted liquid was washed with saturated salt water three times. The washed product was dried and concentrated by anhydrous magnesium sulfate and recrystallized by diethyl ether. α-methylol benzoin methyl ether (MBME) was obtained in such a manner. to obtain a solution was added reacted at 40° C. for 3 hours under nitrogen current The solution was extracted by ethyl acetate the extracted liquid was washed with saturated salt water three times The washed product was dried concentrated by anhydrous magnesium sulfate recrystallized by diethyl ether

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

Procedure: Potassium hydroxide 0.4 g was dissolved in ethanol 5 mL and dimethyl sulfoxide 200 mL was further added to obtain a solution. Benzoin methyl ether 30 g (0.13 mol) was dissolved in the solution and paraformaldehyde 5 g (0.16 mol) was added and reacted at 40° C. for 3 hours under nitrogen current. After that, the reaction product was cooled to a room temperature and neutralized with a dilute hydrochloric acid and then saturated salt water 120 mL was added. The solution was extracted by ethyl acetate and the extracted liquid was washed with saturated salt water three times. The washed product was dried and concentrated by anhydrous magnesium sulfate and recrystallized by diethyl ether. α-methylol benzoin methyl ether (MBME) was obtained in such a manner. to obtain a solution was added reacted at 40° C. for 3 hours under nitrogen current The solution was extracted by ethyl acetate the extracted liquid was washed with saturated salt water three times The washed product was dried concentrated by anhydrous magnesium sulfate recrystallized by diethyl ether

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

Procedure: A mixture of 2.00 g poly(cinnamyl methacrylate/-1-naphthyl methacrylate), 1.50 g 1-naphthyl methacrylate, 0.25 g p-xylylene diacrylate, 0.40 g benzoin methyl ether, 0.05 g 20% nitrosocyclohexane dimer in 1-chloronaphthalene, and 3.00 g xylene was prepared. Poly(cinnamyl methacrylate/1-naphthyl methacrylate) was prepared by thermally copolymerizing equal parts of cinnamyl methacrylate and 1-naphthyl methacrylate in a benzene solution using an azonitrile initiator. The polymer was precipitated from solution and washed prior to use. The polymer was precipitated from solution washed

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

Procedure: A mixture of 2.00 g poly(cinnamyl methacrylate/-1-naphthyl methacrylate), 1.50 g 1-naphthyl methacrylate, 0.25 g p-xylylene diacrylate, 0.40 g benzoin methyl ether, 0.05 g 20% nitrosocyclohexane dimer in 1-chloronaphthalene, and 3.00 g xylene was prepared. Poly(cinnamyl methacrylate/1-naphthyl methacrylate) was prepared by thermally copolymerizing equal parts of cinnamyl methacrylate and 1-naphthyl methacrylate in a benzene solution using an azonitrile initiator. The polymer was precipitated from solution and washed prior to use. The polymer was precipitated from solution washed

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

Procedure: 30 g. of the resulting prepolymer were thoroughly mixed with 10 g. of 2-hydroxyethyl methacrylate, 2 g. of acrylamide, 1 g. of n-butyl acrylamide and 0.8 g. of benzoin methyl ether to give a uniform photosensitive composition. The resulting photosensitive composition was photopolymerized in the same manner as in Example 1 to give a photopolymerized article. of the resulting prepolymer were thoroughly mixed with 10 g

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

Procedure: Benzoin methyl ether (50 g) and t-butanol (500 g) were added to a 1 liter, 3-neck round bottom flask equipped with magnetic stirrer, and placed in an oil bath at 80° C. To this mixture, 33.7 g of potassium t-butoxide was added and the solution stirred for 15 minutes. Allyl bromide (42.3 g) was added dropwise over a 1 hour period and stirring was continued at 85° C. for 2 more hours followed by cooling to room temperature. After evaporation of t-butanol and filtration of potassium bromide, the product was distilled at 125° C.±2° C. and 0.05 mm Hg to yield 49.2 g of α-allylbenzoin methyl ether which crystallized upon cooling. equipped with magnetic stirrer placed in an oil bath at 80° C stirring was continued at 85° C. for 2 more hours After evaporation of t-butanol and filtration of potassium bromide the product was distilled at 125° C.±2° C.

Conditions: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 1-Oxo-2-methoxy-2-(2-diethylphosphonoethyl)-1,2-diphenylethane (100 g, prepared from benzoin methyl ether and diethyl vinyl phosphonate as described in Example 1 of U.S. Pat. No. 4,082,821) is dissolved in methanol (400 ml). Sodium hydroxide (40 g) is added to the solution and the mixture is heated under reflux for 2 hours. The methanol is removed by rotary evaporation, water (300 ml) is added and the mixture is washed with diethyl ether (4×100 ml). The resulting aqueous mixture is cooled to 0° C., and concentrated hydrochloric acid is added until the pH is zero, when a solid is precipitated. This is washed with water and then stirred together with acetone (300 ml), when sodium chloride remains as undissolved solid. The sodium chloride is filtered off and acetone is removed by evaporation to give a solid which is recrystallised from a mixture of acetone and ether to give 90 g of product, a compound of formula XVIII where R1 is methoxy, R3 and Ar1 are each phenyl, R7 is --CH2CH2 -- and R8 is --CH2CH3. the mixture is heated under reflux for 2 hours The methanol is removed by rotary evaporation, water (300 ml) is added the mixture is washed with diethyl ether (4×100 ml) concentrated hydrochloric acid is added until the pH is zero, when a solid is precipitated This is washed with water The sodium chloride is filtered off acetone is removed by evaporation to give a solid which is recrystallised from a mixture of acetone and ether

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

Procedure: 16.4 g (0.1 mole) of benzoin methyl ether are dissolved in 100 ml of dimethyl sulphoxide. While passing in nitrogen, 3ml of 4 normal sodium hydroxide solution are added dropwise. Then 18 g (0.11 mole) of diethyl vinylphosphonate are added dropwise in the course of 10 minutes. The reaction mixture is stirred for 16 hours at room temperature under nitrogen and subsequently neutralised with 2 normal hydrochloric acid. After the reaction mixture has been completely concentrated under reduced pressure, the oily residue is taken up in toluene, washed twice with water and again completely concentrated by rotory evaporation to yield 1-oxo-2-(2-diethylphosphonoethyl)-2-methoxy-1,2-diphenylethane as a slightly viscous yellowish oil which crystallises on standing; m.p. 60°-62° C (initiator 1). After the reaction mixture has been completely concentrated under reduced pressure washed twice with water again completely concentrated by rotory evaporation