3-methylbut-2-enamide

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

Procedure: Firstly, 35 g of dimethylacrylamide (manufactured by Kojin Co., Ltd.), 17.5 g of 2-acrylamido-2-methylpropanesulfonic acid (manufactured by Sigma), and 7 mg of methylenebisacrylamide were dissolved in ion-exchanged water, and the pH value of the resulting solution was adjusted at 7.0 by the addition of sodium hydroxide. Thereafter, 260 g of n-hexane, 8.7 g of polyoxyethylene (3) oleyl ether (EMULEX 503, manufactured by Nihon Emulsion Co., Ltd.), and 17.6 g of polyoxyethylene (6) oleyl ether (EMULEX 506, manufactured by Nihon Emulsion Co., Ltd.) were introduced into a 1,000 ml three-neck flask provided with a reflux device, were mixed together, and were thus subjected to dissolution. The inside atmosphere of the three-neck flask was then replaced by an N2 gas. The aqueous monomer solution having been prepared in the manner described above was then introduced into the three-neck flask. The resulting mixture was heated to a temperature of 65° C. to 70° C. in an oil bath, while the mixture was being stirred under the N2 gas atmosphere. At the stage at which the system had reached the temperature of 65° C. to 70° C., it was confirmed that the system had come into a semitransparent microemulsion state, and 2 g of ammonium persulfate was then added to the polymerization system. Polymerization was thus begun. The polymerization system was kept at the temperature of 65° C. to 70° C. with stirring, and a microgel was thus formed. After the polymerization had finished, acetone was added to the microgel suspension, and the microgel was thus precipitated. Subsequently, washing with acetone was performed three times, and the residual monomers and the surfactants were thus removed. The obtained precipitate was collected by filtration and dried under reduced pressure, and a white powder-like microgel dry product was thereby obtained. provided with a reflux device were mixed together were thus subjected to dissolution The aqueous monomer solution having been prepared in the manner above was then introduced into the three-neck flask The resulting mixture was heated to a temperature of 65° C. to 70° C. in an oil bath, while the mixture the temperature of 65° C. to 70° C., it was then added to the polymerization system Polymerization was kept at the temperature of 65° C. to 70° C. a microgel was thus formed the microgel was thus precipitated Subsequently, washing with acetone the residual monomers and the surfactants were thus removed The obtained precipitate was collected by filtration dried under reduced pressure a white powder-like microgel dry product was thereby obtained

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

Procedure: A suspension of 127 g (0.7 mol) of 6-chloro-2-tetralone, 70.0 g (0.7 mol) of 3,3-dimethylacrylamide, 63.6 ml (0.42 mol) of tetramethoxysilane and 85.3 g (0.56 mol) of cesium fluoride in 400 ml of toluene is boiled under reflux for 18 hours. Distillation of the solvent in a vacuum, extraction with methylene chloride/ water. chromatography on silica gel with ethyl acetate/ hexane (1:1) and recrystallization from methylene chloride/hexane yields 8chloro-1,1-dimethyl-1,2,5,6-tetrahydrobenzo[f]-quinolin-3-one as white crystals With melting point 213°. under reflux for 18 hours Distillation of the solvent in a vacuum, extraction with methylene chloride/ water chromatography on silica gel with ethyl acetate/ hexane (1:1) and recrystallization from methylene chloride/hexane

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

Procedure: A suspension of 127 g (0.7 mol) of 6-chloro-2-tetralone, 70.0 g (0.7 mol) of 3,3-dimethylacrylamide, 63.6 ml (0.42 mol) of tetramethoxysilane and 85.3 g (0.56 mol) of cesium fluoride in 400 ml of toluene is boiled under reflux for 18 hours. Distillation of the solvent in a vacuum, extraction with methylene chloride/water, chromatography on silica gel with ethyl acetate/hexane (1:1) and recrystallization from methylene chloride/hexane yields 8-chloro-1,1-dimethyl-1,2,5,6-tetrahydrobenzo[f]-quinolin-3-one as white crystals with melting point 213°. under reflux for 18 hours Distillation of the solvent in a vacuum, extraction with methylene chloride/water, chromatography on silica gel with ethyl acetate/hexane (1:1) and recrystallization from methylene chloride/hexane

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

Procedure: Dimethylacrylamide (3.35 gm, 33.8 mmole), 6-acetoxyhexylacrylamide (0.409 gm, 1.92 mmole) and N,N'-bisacryloyl-2,2-di-(2-aminoethoxy)propane (0.627 gm, 2.32 mmole) were dissolved in 8 mL of DMF and N2 gas was bubbled through the solution for 15 minutes. Concurrently N2 gas was bubbled through a solution of 0.530 gm of benzoyl peroxide (2.19 mmole) in 5 mL of DMF for 15 minutes. After N2 deoxygenation, the monomer solution and 2.5 mL of the initiator solution were mixed and placed in a dropping funnel with a pressure equalising tube. The dropping funnel was fitted onto a 100 mL round bottom flask containing 10 gm of kieselguhr. The system was evacuated by means of a water aspirator pump for 5 minutes. The solution was then dropped into the kieselguhr in one portion. With the pump still operating the apparatus was picked up and shaken gently to ensure an even distribution of solution in the kieselguhr. After 3 minutes of shaking the apparatus was closed to the vacuum and N2 was allowed in. The flask of the apparatus was submerged in a 60° C. water bath for 20 minutes. After 17 hours at room temperature the product was collected on a sinter and was washed with DMF and 0.05 M Tris (aq). The material ws then forced through a 700 μm sieve using hand pressure and washing with 0.05 M Tris. The beads were collected and the fines were removed by decantation using 0.05 M Tris. The resin was then washed with DMF and Et2O and was dried over SiO2 under vacuum. Yield: 11.84 gm. Polymer content 22.2%. N2 gas was bubbled through the solution for 15 minutes placed in a dropping funnel with a pressure The dropping funnel was fitted onto a 100 mL round bottom flask containing 10 gm of kieselguhr The system was evacuated by means of a water aspirator pump for 5 minutes The solution was then dropped into the kieselguhr in one portion After 3 minutes of shaking the apparatus was closed to the vacuum and N2 was submerged in a 60° C. for 20 minutes After 17 hours at room temperature the product was collected on a sinter was washed with DMF and 0.05 M Tris (aq) washing with 0.05 M Tris The beads were collected the fines were removed by decantation The resin was then washed with DMF and Et2O was dried over SiO2 under vacuum

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

Procedure: In the case of hydrophilic monomers of acid type, an at least one 1M solution of base, such as a salt of hydroxonium ion (OH−), an amine, ammonia, a carbonate (CO32−) salt or a hydrogencarbonate (HCO3−) salt, is added to the vigorously stirred solution. In the case of hydrophilic monomers of amine type, an at least 1M solution of acid, such as hydrochloric acid, hydrobromic acid, hydriodic acid, acetic acid, propionic acid, sulfuric acid, phosphoric acid or hydroboric acid, is added. In the case of neutral hydrophilic monomers, such as dimethylacrylamide or vinylpyrrolidone, the solution obtained in 1 is left unchanged.