N-(2-氨基乙基)丙烯酰胺

实验步骤: 投料: 加入SM 0.5g，加入DCM5ml，降温，加入三氟乙酸 2.5ml，室温反应 TLC中控，反应完全， 反应加入水，加入EA，浓缩水相，得到粗品0.45g

实验步骤: 投料: 加入SM 0.5g，加入二氧六环 5ml，降温滴加盐酸二氧六环3ml。TLC中控 反应完全，加入水加入EA水洗一次，浓缩水相，得到0.91g粗品（固体）

实验步骤: 投料: 加入SM 0.2g，加入DCM 3ml，降温至0-5℃，加入三氟乙酸 0.33g，保温10min，回到室温反应1h， 13:40 TLC，补加三氟乙酸1ml， 14:30 TLC 取样lcms cim101802-139-109-ipc1（反应完全） 反应液浓缩。加入水，加入EA萃取，浓缩水相，得到0.91g粗品，过柱（D2hCM:MEOH 10:1） 得到淡黄色液体0.51g

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: N-t-BOC, N-methyl, N′-acryloyl-ethylenediamine (2.5 mmol, 0.57 g) was stirred in a solution of 3M HCl in ethyl acetate (2.5 cm3) at room temperature for 30 min. The solution was then conc. in vacuo to give the intermediate N-methyl, N′-acryloyl-ethylenediamine monohydrochloride as a clear yellow oil. This intermediate (2.5 mmol) was then stirred at room temperature in 2M NaOH (3 cm3) for 10 min. This reaction mixture was cooled to 0° C., and to this, was added a solution of methacryloyl chloride (2.8 mmol, 0.27 cm3) in chloroform (7 cm3), dropwise, over 30 min. After the addition was complete, the reaction mixture was stirred at 0° C. for a further 1 h. The organic and aqueous phases were then separated, and the aqueous phase extracted with chloroform. The organic extracts were combined, dried (MgSO4), filtered and conc. in vacuo, to give the crude product. The crude product was stirred at room temperature over a slurry of basic alumina in chloroform for 18 hr. Removal of the alumina and concentration of the filtrate then gave a pale yellow oil. Purification by flash chromatography (silica gel, diethyl ether:hexane:methanol elution) afforded N-methyl, N-methacryloyl, N′-acryloyl-ethylenediamine as a pale yellow oil (0.24 g, 48%). δH (300 MHz; CDCl3) 6.79 (1H, br s), NH; 6.2 (1H, d, J 17.1 Hz), HC═CHaHb; 6.08 (1H, dd, J 17.1, 10.0), HC═CHaHb; 5.59 (1H, d, J 10.0 Hz), HC═CHaHb; 5.18 (br m), (H3C)C═CHcHd; 5.00 (br m), (H3C)C═CHcHd; 3.58 (4H, br m), 2×CH2; 3.05, (3H, br m) N(CH3); 1.90 (3H, br m), CH3. δC (75.4 MHz; CDCl3) 170.92. NOC(H3C)C═CH2; 162.87, NHOCHC═CH2; 139.39, (H3C)C═CH2; 132.00, HC═CH2; 125.42, HC═CH2; 119.56, (H3C)C═CH2; 44.97, CH2CH2; 36.21, CH2CH2; 33.98, N(CH3); 19.24, CH3. Found: M+. 196.26

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: N-t-BOC, N-methyl, N′-acryloyl-ethylenediamine (2.5 mmol, 0.57 g) was stirred in a solution of 3M HCl in ethyl acetate (2.5 cm3) at room temperature for 30 min. The solution was then conc. in vacuo to give the intermediate N-methyl, N′-acryloyl-ethylenediamine monohydrochloride as a clear yellow oil. This intermediate (2.5 mmol) was then stirred at room temperature in 2M NaOH (3 cm3) for 10 min. This reaction mixture was cooled to 0° C., and to this, was added a solution of methacryloyl chloride (2.8 mmol, 0.27 cm3) in chloroform (7 cm3), dropwise, over 30 min. After the addition was complete, the reaction mixture was stirred at 0° C. for a further 1 h. The organic and aqueous phases were then separated, and the aqueous phase extracted with chloroform. The organic extracts were combined, dried (MgSO4), filtered and conc. in vacuo, to give the crude product. The crude product was stirred at room temperature over a slurry of basic alumina in chloroform for 18 hr. Removal of the alumina and concentration of the filtrate then gave a pale yellow oil. Purification by flash chromatography (silica gel, diethyl ether:hexane:methanol elution) afforded N-methyl, N-methacryloyl, N′-acryloyl-ethylenediamine as a pale yellow oil (0.24 g, 48%). δH (300 MHz; CDCl3) 6.79 (1H, br s), NH; 6.2 (1H, d, J 17.1 Hz), HC═CHaHb; 6.08 (1H, dd, J 17.1, 10.0), HC═CHaHb; 5.59 (1H, d, J 10.0 Hz), HC═CHaHb; 5.18 (br m), (H3C)C═CHcHd; 5.00 (br m), (H3C)C═CHcHd; 3.58 (4H, br m), 2×CH2; 3.05, (3H, br m) N(CH3); 1.90 (3H, br m), CH3. δC (75.4 MHz; CDCl3) 170.92. NOC(H3C)C═CH2; 162.87, NHOCHC═CH2; 139.39, (H3C)C═CH2; 132.00, HC═CH2; 125.42, HC═CH2; 119.56, (H3C)C═CH2; 44.97, CH2CH2; 36.21, CH2CH2; 33.98, N(CH3); 19.24, CH3. Found: M+. 196.26

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: N-t-BOC, N-methyl, N′-acryloyl-ethylenediamine (2.5 mmol, 0.57 g) was stirred in a solution of 3M HCl in ethyl acetate (2.5 cm3) at room temperature for 30 min. The solution was then conc. in vacuo to give the intermediate N-methyl, N′-acryloyl-ethylenediamine monohydrochloride as a clear yellow oil. This intermediate (2.5 mmol) was then stirred at room temperature in 2M NaOH (3 cm3) for 10 min. This reaction mixture was cooled to 0° C., and to this, was added a solution of methacryloyl chloride (2.8 mmol, 0.27 cm3) in chloroform (7 cm3), dropwise, over 30 min. After the addition was complete, the reaction mixture was stirred at 0° C. for a further 1 h. The organic and aqueous phases were then separated, and the aqueous phase extracted with chloroform. The organic extracts were combined, dried (MgSO4), filtered and conc. in vacuo, to give the crude product. The crude product was stirred at room temperature over a slurry of basic alumina in chloroform for 18 hr. Removal of the alumina and concentration of the filtrate then gave a pale yellow oil. Purification by flash chromatography (silica gel, diethyl ether:hexane:methanol elution) afforded N-methyl, N-methacryloyl, N′-acryloyl-ethylenediamine as a pale yellow oil (0.24 g, 48%). δH (300 MHz; CDCl3) 6.79 (1H, br s), NH; 6.2 (1H, d, J 17.1 Hz), HC═CHaHb; 6.08 (1H, dd, J 17.1, 10.0), HC═CHaHb; 5.59 (1H, d, J 10.0 Hz), HC═CHaHb; 5.18 (br m), (H3C)C═CHcHd; 5.00 (br m), (H3C)C═CHcHd; 3.58 (4H, br m), 2×CH2; 3.05, (3H, br m) N(CH3); 1.90 (3H, br m), CH3. δC (75.4 MHz; CDCl3) 170.92, NOC(H3C)C═CH2; 162.87, NHOCHC═CH2; 139.39, (H3C)C═CH2; 132.00, HC═CH2; 125.42, HC═CH2; 119.56, (H3C)C═CH2; 44.97, CH2CH2; 36.21, CH2CH2; 33.98, N(CH3); 19.24, CH3. Found: M+. 196.26.