Electric Literature of 3891-07-4, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 3891-07-4, name is 2-(2-Hydroxyethyl)isoindoline-1,3-dione belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.
Preparation of Methyl 4-12-(PHTHALIMIDO) ETHOXY] ACETOACETATE (XV) A 250 mL two-necked flask, equipped with a magnetic stirring bar, thermometer and a pressure equalized addition funnel was charged with 60 mL of tetrahydrofuran under nitrogen atmosphere. 3.14 g sodium hydride (60% dispersed in oil) was added and the resulting suspension was cooled to-10 C and 10 g OF N-(2-HYDROXYETHYL) PHTHALIMIDE was added slowly over 5 minutes. The resulting slurry was stirred at-10 C for 30 minutes. To this mixture a solution of 7.48 g ethyl 4-chloroacetoacetate in 25 mL of tetrahydrafuran was added at-10 C in 40 minutes. The reaction mixture was warmed to room temperature and then stirred at room temperature for 18 hours. The reaction mixture was placed in an ice bath and quenched by dropwise addition of 5 mL ethanol. The mixture was then poured into 100 mL of 1N hydrochloric acid solution in crushed ice and 150 ML of ethyl acetate was added. The resulting mixture was transferred into a separatory funnel and the aqueous phase was separated. The organic phase was first washed with 50 mL of 5 wt. % OF NHC03 solution, then with 100 mL of water, dried over 5 G ofMgS04. MgS04 was filtered off and the filtrate was concentrated in vacuo to give a light brown oily product. The oil was washed with 10 ML of hexane to remove the mineral oil to give 8.87 g of methyl 4-[2-(PHTHALIMIDO) ethoxy] aceto acetate as a light brown product (yield 55%, rel. compound purity > 95%). IR (KBR. CM~L . : 2995 and 1716.-1H-NMR (CDC13) 8 7.80 (dd, 2H), 7.70 (dd, 2H), 4.11 (s, 2H), 3.87 (t, 2H), 3.75 (T, 2H), 3.61 (s, 3H), 3.44 (s, 2H). 13C-NMR (CDC13) 6 201.7, 168.4, 167.2, 134.3, 132.2, 123.5, 75.6, 68.7, 52.8, 46.0, 37.4.
In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 2-(2-Hydroxyethyl)isoindoline-1,3-dione, other downstream synthetic routes, hurry up and to see.
Reference:
Patent; EOS ECZACIBASI OZGUN KIMYASAL URUNLER SANAYI VE TICARET A.S.; WO2004/58711; (2004); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem