butoxybenzene

Conditions: temp:80.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 4.0 g of sodium 4,8-diamino-1,5-dihydroxy-anthraquinone-2,6-disulfonate is dissolved in a mixture of 2.0 g of boric acid and 30 ml concentrated sulphuric acid heated to 80° C. The blue solution obtained is cooled to a temperature of 0° to 5° C., and 2.8 g of butoxybenzene is stirred in drop by drop, the colour then changing from blue to reddish brown. The mixture is agitated for a further two hours at 0° to 10° C., then poured onto ice. The suspension obtained is heated on reflux for 4 hours to destroy the boric ester, and a violet precipitate is filtered off after cooling, corresponding to 4,8-diamino-1,5-dihydroxy-3-p-butoxyphenyl-anthraquinone-6-sulphonic acid. The moist precipitate is dissolved hot in a mixture of 24 ml of 33% ammonia and 160 ml of water, and the sulphonic groups are separated by adding 2.2 g of sodium dithionate in stages. The mixture is finally heated to 95° C. for approximately 2 hours, then cooled and filtered. The precipitate thus obtained is washed with slightly acidified water, then with a great excess of water, and dried. The desired product may further be purified by crystallisation or chromatography if necessary. The blue solution obtained The mixture is agitated for a further two hours at 0° to 10° C. poured onto ice The suspension obtained is heated on reflux for 4 hours to destroy the boric ester a violet precipitate is filtered off after cooling, corresponding to 4,8-diamino-1,5-dihydroxy-3-p-butoxyphenyl-anthraquinone-6-sulphonic acid The moist precipitate is dissolved hot in a mixture of 24 ml of 33% ammonia and 160 ml of water the sulphonic groups are separated by adding 2.2 g of sodium dithionate in stages The mixture is finally heated to 95° C. for approximately 2 hours cooled filtered The precipitate thus obtained is washed with slightly acidified water with a great excess of water, and dried The desired product may further be purified by crystallisation or chromatography if necessary

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

Procedure: 7 g of phosphorus pentoxide and 70 g of methanesulfonic acid were mixed while stirring, dissolved and then stirred at room temperature. Thereto, 25 g (0.124 mol) of diphenyl sulfoxide and 20.4 g (0.136 mol) of n-butoxybenzene were added while stirring and stirred at 50° C. for 4 hours. The reaction solution obtained was poured into 500 ml of ice water, washed twice with 150 ml of toluene and rendered to be alkalescent by tetramethylammonium hydroxide, thereby obtaining an aqueous solution of butoxyphenyldiphenylsulfoniummethane sulfonate. dissolved stirred at room temperature while stirring stirred at 50° C. for 4 hours The reaction solution obtained washed twice with 150 ml of toluene

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

Procedure: 7 g of phosphorus pentoxide and 70 g of methanesulfonic acid were mixed while stirring, dissolved and then stirred at room temperature. Thereto, 25 g (0.124 mol) of diphenyl sulfoxide and 20.4 g (0.136 mol) of n-butoxybenzene were added while stirring and stirred at 50° C. for 4 hours. The reaction solution obtained was poured into 500 ml of ice water, washed twice with 150 ml of toluene and rendered to be alkalescent by tetramethylammonium hydroxide, thereby obtaining an aqueous solution of butoxyphenyldiphenylsulfoniummethane sulfonate. dissolved stirred at room temperature while stirring stirred at 50° C. for 4 hours The reaction solution obtained washed twice with 150 ml of toluene

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

Procedure: Hydrogen chloride gas is passed into a mixture of 9.6 g of paraformaldehyde and 40 ml of 37% aqueous hydrochloric acid up to the formation of a clear solution. Subsequently, a solution of 30 g of n-butyloxybenzene in 20 ml of benzene is added dropwise at 15°-20° and the reaction mixture stirred for 4 hours at this temperature. The organic phase is separated off, washed twice with 30 ml amounts of water, dried and distilled. After distilling off the benzene, there is obtained 27 g of 4-n-butyloxybenzyl chloride; b.p. 102°/1 m bar. The organic phase is separated off washed twice with 30 ml amounts of water dried distilled After distilling off the benzene

Conditions: temp:80.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 4.0 g of sodium 4,8-diamino-1,5-dihydroxy-anthraquinone-2,6-disulfonate is dissolved in a mixture of 2.0 g of boric acid and 30 ml concentrated sulphuric acid heated to 80° C. The blue solution obtained is cooled to a temperature of 0° to 5° C., and 2.8 g of butoxybenzene is stirred in drop by drop, the colour then changing from blue to reddish brown. The mixture is agitated for a further two hours at 0° to 10° C., then poured onto ice. The suspension obtained is heated on reflux for 4 hours to destroy the boric ester, and a violet precipitate is filtered off after cooling, corresponding to 4,8-diamino-1,5-dihydroxy-3-p-butoxyphenyl-anthraquinone-6-sulphonic acid. The moist precipitate is dissolved hot in a mixture of 24 ml of 33% ammonia and 160 ml of water, and the sulphonic groups are separated by adding 2.2 g of sodium dithionate in stages. The mixture is finally heated to 95° C. for approximately 2 hours, then cooled and filtered. The precipitate thus obtained is washed with slightly acidified water, then with a great excess of water, and dried. The desired product may further be purified by crystallisation or chromatography if necessary. The blue solution obtained The mixture is agitated for a further two hours at 0° to 10° C. poured onto ice The suspension obtained is heated on reflux for 4 hours to destroy the boric ester a violet precipitate is filtered off after cooling, corresponding to 4,8-diamino-1,5-dihydroxy-3-p-butoxyphenyl-anthraquinone-6-sulphonic acid The moist precipitate is dissolved hot in a mixture of 24 ml of 33% ammonia and 160 ml of water the sulphonic groups are separated by adding 2.2 g of sodium dithionate in stages The mixture is finally heated to 95° C. for approximately 2 hours cooled filtered The precipitate thus obtained is washed with slightly acidified water with a great excess of water, and dried The desired product may further be purified by crystallisation or chromatography if necessary

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

Procedure: n-Butyloxybenzene (Ic) and P4S10 (in a molar ratio of 10:1) were stirred for six hours at 150° C. under anhydrous conditions. The mixture was cooled, hexane was added, and the reaction flask was left for two days at 5° C. The resulting precipitate was recovered by filtration, washed with anhydrous hexane and dried. The yield of product was 37% of theory; after recrystallization from chloroform/petroleum ether it melted at 142°-4° C. Its solubility in tetrahydrofuran was found to be 5 gms/100 ml at room temperature. The mixture was cooled The resulting precipitate was recovered by filtration washed with anhydrous hexane dried after recrystallization from chloroform/petroleum ether it melted at 142°-4° C at room temperature

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

Procedure: Phenol (0.5 mole) was added to a solution of sodium ethoxide in ethanol (2 N; 250 ml) and 1-bromobutane (0.5 mole) was added dropwise while stirring. The mixture was heated under reflux for three hours and most of the solvent was then distilled off. Water was added to the residue and the organic layer was separated, washed twice with 10% aqueous NaOH, water, dilute H2SO4 and water, and was then dried over MgSO4. It was distilled in vacuo to give the title compound, b.p. 88°-91° C. at 14 mm Hg pressure. The identity and purity was confirmed by thin layer chromatography (TLC) and NMR and IR spectroscopy. was added dropwise The mixture was heated under reflux for three hours and most of the solvent was then distilled off Water was added to the residue the organic layer was separated washed twice with 10% aqueous NaOH, water, dilute H2SO4 and water was then dried over MgSO4 It was distilled in vacuo

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

Procedure: 7 g of phosphorus pentoxide and 70 g of methanesulfonic acid were mixed while stirring, dissolved and then stirred at room temperature. Thereto, 25 g (0.124 mol) of diphenyl sulfoxide and 20.4 g (0.136 mol) of n-butoxybenzene were added while stirring and stirred at 50° C. for 4 hours. The reaction solution obtained was poured into 500 ml of ice water, washed twice with 150 ml of toluene and rendered to be alkalescent by tetramethylammonium hydroxide, thereby obtaining an aqueous solution of butoxyphenyldiphenylsulfoniummethane sulfonate. dissolved stirred at room temperature while stirring stirred at 50° C. for 4 hours The reaction solution obtained washed twice with 150 ml of toluene

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

Procedure: Hydrogen chloride gas is passed into a mixture of 9.6 g of paraformaldehyde and 40 ml of 37% aqueous hydrochloric acid up to the formation of a clear solution. Subsequently, a solution of 30 g of n-butyloxybenzene in 20 ml of benzene is added dropwise at 15°-20° and the reaction mixture stirred for 4 hours at this temperature. The organic phase is separated off, washed twice with 30 ml amounts of water, dried and distilled. After distilling off the benzene, there is obtained 27 g of 4-n-butyloxybenzyl chloride; b.p. 102°/1 m bar. The organic phase is separated off washed twice with 30 ml amounts of water dried distilled After distilling off the benzene

Conditions: temp:80.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 4.0 g of sodium 4,8-diamino-1,5-dihydroxy-anthraquinone-2,6-disulfonate is dissolved in a mixture of 2.0 g of boric acid and 30 ml concentrated sulphuric acid heated to 80° C. The blue solution obtained is cooled to a temperature of 0° to 5° C., and 2.8 g of butoxybenzene is stirred in drop by drop, the colour then changing from blue to reddish brown. The mixture is agitated for a further two hours at 0° to 10° C., then poured onto ice. The suspension obtained is heated on reflux for 4 hours to destroy the boric ester, and a violet precipitate is filtered off after cooling, corresponding to 4,8-diamino-1,5-dihydroxy-3-p-butoxyphenyl-anthraquinone-6-sulphonic acid. The moist precipitate is dissolved hot in a mixture of 24 ml of 33% ammonia and 160 ml of water, and the sulphonic groups are separated by adding 2.2 g of sodium dithionate in stages. The mixture is finally heated to 95° C. for approximately 2 hours, then cooled and filtered. The precipitate thus obtained is washed with slightly acidified water, then with a great excess of water, and dried. The desired product may further be purified by crystallisation or chromatography if necessary. The blue solution obtained The mixture is agitated for a further two hours at 0° to 10° C. poured onto ice The suspension obtained is heated on reflux for 4 hours to destroy the boric ester a violet precipitate is filtered off after cooling, corresponding to 4,8-diamino-1,5-dihydroxy-3-p-butoxyphenyl-anthraquinone-6-sulphonic acid The moist precipitate is dissolved hot in a mixture of 24 ml of 33% ammonia and 160 ml of water the sulphonic groups are separated by adding 2.2 g of sodium dithionate in stages The mixture is finally heated to 95° C. for approximately 2 hours cooled filtered The precipitate thus obtained is washed with slightly acidified water with a great excess of water, and dried The desired product may further be purified by crystallisation or chromatography if necessary