4-(2-ethenyl-1,3-dioxolan-4-yl)butan-1-ol

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

Procedure: A solution of 172.2 grams (1 mole) of 2-vinyl-4(4-hydroxybutyl)-1,3-dioxolane (Comonomer B herein), 72.1 grams (1 mole) of acrylic acid and 0.1 gram of p-toluenesulfonic acid in 5 ml. of 1,2-dimethoxyethane was heated for 10 hours at 50°-60° C. After adding water (150 ml) and dichloromethane (200 ml), the non aqueous layer was washed successively with 100 ml. of 5 per cent sodium bicarbonate and two 100-ml. portions of water, and was then dried over magnesium sulfate. Hydroquinone (0.5 gram) stabilizer was added, the magnesium sulfate removed by filtration and the solvent evaporated under reduced pressure. The resulting oil was distilled through a 6-inch Vigreaux column to give 46.2 grams (19 weight per cent yield) of colorless product having a boiling point of 83°-87° C. at 1 mm. pressure. Upon analysis, the product was found to contain 62.28and 9.12 weight per cent of carbon and hydrogen, respectively. The corresponding calculated values, based on the empirical formula, C12H20O5, are 59.00 and 8.25. the non aqueous layer was washed successively with 100 ml portions of water, and was then dried over magnesium sulfate Hydroquinone (0.5 gram) stabilizer was added the magnesium sulfate removed by filtration the solvent evaporated under reduced pressure The resulting oil was distilled through a 6-inch Vigreaux column to give 46.2 grams (19 weight per cent yield) of colorless product

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

Procedure: Liquid chlorine (228 ml.; 5 moles) was added to a solution of Comonomer B (860 grams; 5 moles), that is, 2-vinyl-4-(4-hydroxybutyl)-1,3-dioxolane, in 3600 ml. of carbon tetrachloride over a period of 4.5 hours while maintaining the temperature at 20°-30° C. by means of intermittent cooling with an ice-bath. When the addition of chlorine was complete, the mixture was stirred at ambient temperature overnight. After removal of solvent by heating the mixture at 51° C. and 1 mm. mercury pressure for one hour, the product was obtained as a colorless viscous material. of intermittent cooling with an ice-bath After removal of solvent by heating the mixture at 51° C. mercury pressure for one hour the product was obtained as a colorless viscous material

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

Procedure: Liquid chlorine (228 ml.; 5 moles) was added to a solution of Comonomer B (860 grams; 5 moles), that is, 2-vinyl-4-(4-hydroxybutyl)-1,3-dioxolane, in 3600 ml. of carbon tetrachloride over a period of 4.5 hours while maintaining the temperature at 20°-30° C. by means of intermittent cooling with an ice-bath. When the addition of chlorine was complete, the mixture was stirred at ambient temperature overnight. After removal of solvent by heating the mixture at 51° C. and 1 mm. mercury pressure for one hour, the product was obtained as a colorless viscous material. of intermittent cooling with an ice-bath After removal of solvent by heating the mixture at 51° C. mercury pressure for one hour the product was obtained as a colorless viscous material

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

Procedure: A solution of 172.2 grams (1 mole) of 2-vinyl-4(4-hydroxybutyl)-1,3-dioxolane (Comonomer B herein), 72.1 grams (1 mole) of acrylic acid and 0.1 gram of p-toluenesulfonic acid in 5 ml. of 1,2-dimethoxyethane was heated for 10 hours at 50°-60° C. After adding water (150 ml) and dichloromethane (200 ml), the non aqueous layer was washed successively with 100 ml. of 5 per cent sodium bicarbonate and two 100-ml. portions of water, and was then dried over magnesium sulfate. Hydroquinone (0.5 gram) stabilizer was added, the magnesium sulfate removed by filtration and the solvent evaporated under reduced pressure. The resulting oil was distilled through a 6-inch Vigreaux column to give 46.2 grams (19 weight per cent yield) of colorless product having a boiling point of 83°-87° C. at 1 mm. pressure. Upon analysis, the product was found to contain 62.28and 9.12 weight per cent of carbon and hydrogen, respectively. The corresponding calculated values, based on the empirical formula, C12H20O5, are 59.00 and 8.25. the non aqueous layer was washed successively with 100 ml portions of water, and was then dried over magnesium sulfate Hydroquinone (0.5 gram) stabilizer was added the magnesium sulfate removed by filtration the solvent evaporated under reduced pressure The resulting oil was distilled through a 6-inch Vigreaux column to give 46.2 grams (19 weight per cent yield) of colorless product

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

Procedure: Liquid chlorine (228 ml.; 5 moles) was added to a solution of Comonomer B (860 grams; 5 moles), that is, 2-vinyl-4-(4-hydroxybutyl)-1,3-dioxolane, in 3600 ml. of carbon tetrachloride over a period of 4.5 hours while maintaining the temperature at 20°-30° C. by means of intermittent cooling with an ice-bath. When the addition of chlorine was complete, the mixture was stirred at ambient temperature overnight. After removal of solvent by heating the mixture at 51° C. and 1 mm. mercury pressure for one hour, the product was obtained as a colorless viscous material. of intermittent cooling with an ice-bath After removal of solvent by heating the mixture at 51° C. mercury pressure for one hour the product was obtained as a colorless viscous material