2-[2-(2-氨基乙氧基)丙烷-2-酰氧基]乙胺

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

实验步骤: 2,2-Di-(2-aminoethoxy)propane (11.0 gm, 67.8 mmole) was dissolved in a solution of 450 mL of 0.67 sodium carbonate and 130 mL of acetone and was cooled in an ice bath. Acryloyl chloride (18.1 mL, 223 mmole) dissolved in 150 mL of acetone was added dropwise and the solution stirred overnight. The acetone and water were evaporated in vacuo until the solution was saturated in salts. The solution was then extracted with 6×50 mL of chloroform. The chloroform extracts were combined, dried over sodium sulphate, filtered and the solvent was removed in vacuo to yield a syrup. Crystals were formed on addition of benzene. After evaporation 14.6 gm of crude product was obtained. This material was recrystallised from ethyl acetate and hexane to give 13.1 gm of white crystals: 48.6 mmole, 72%. mp 94°-95° C. NMR δ(CDCl3) 7.0 (br s, 2 H, NH), 5.7-6.5 (m, 4 H, =CH2), 5.50 (tr, 2 H, -CH=), 3.47 (m, 8 H, NCH2CH2O), 1.30 (s, 6 H, geminal (CH3)2). Analysis: C13H22N2O4 requires C, 57.76%; H, 8.20%; N, 10.36%. Found: C, 57.79% H, 8.18%; N, 10.29%. was cooled in an ice bath was added dropwise The acetone and water were evaporated in vacuo until the solution The solution was then extracted with 6×50 mL of chloroform dried over sodium sulphate filtered the solvent was removed in vacuo to yield a syrup After evaporation 14.6 gm of crude product was obtained This material was recrystallised from ethyl acetate and hexane

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

实验步骤: 2,2-Di-(2-phthalimidoethoxy)propane (46.2 gm, 0.11 mole), sodium hydroxide (43.7 gm, 1.10 mole) and 100 mL of H2O were combined and refluxed for 20 hours. After cooling this solution was extracted with p-dioxane in a liquid-liquid extractor for 20 hours. The p-dioxane was removed by rotary evaporation to give a yellow oil. The oil was distilled under reduced pressure yielding 12.5 gm of a clear colourless oil: 0.077 mole, 71%. bp 107°-110° C./0.18 mm Hg. NMR δ(CDCl3)3.41(tr, 4 H, J=6 Hz, CH2O), 2.78(tr, 4 H, J=6 Hz, NCH2), 1.33 (s, 6 H, geminal (CH3)2), 1.20(s, 4 H, NH2). refluxed for 20 hours After cooling this solution was extracted with p-dioxane in a liquid-liquid extractor for 20 hours The p-dioxane was removed by rotary evaporation to give a yellow oil The oil was distilled under reduced pressure