Related Products of 40314-06-5, A common heterocyclic compound, 40314-06-5, name is 5-Methylisoindoline-1,3-dione, molecular formula is C9H7NO2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
he starting materials were 5-methyl-phthalimide (300 mg, 1.86 mmol) and K2CO3 (257.39 mg, 1.86 mmol), in 2 mL of DMF. 6-bromoethyl hexanoate (0.33 mL, 1.86 mmol) was added to this solution, and the reaction mixture was heated at 120ºC for 24 hours. After the reaction time elapsed, it is diluted with water and an extraction with ethyl acetate (3x5mL) was performed, the organic phase was dried on MgSO4, filtered and concentrated in the rotary evaporator. A yellow liquid was obtained (564 mg, quantitative yield). 1H-NMR (C3D6O): delta 7.70 (d, 1 H, Harom, J = 7.8 Hz); 7.61 (d, 2H, Harom, J = 8.4 Hz); 4.03 (c, 2H, O-CH2CH3, J = 7.1 Hz); 3.61 (t, 2H, N-CH2, J = 7.1 Hz); 2.50 (s, 3H, Ar-CH3); 2.26 (t, 2H, CH2-CO, J = 7.4 Hz); 1.70 – 1.57 (m, 4H, CH2); 1.40 – 1.32 (m, 2H, CH2); 1.16 (t, 3H, O-CH2CH3, J = 7.2 Hz). 13C-NMR (C3D6O): 172.7 (COOEt); 168.1 (CO); 168.0 (CO); 145.4 (Carom); 134.5 (CHarom); 132.8 (Carom); 129.8 (Carom); 123.4 (CHarom); 122.8 (CHarom); 59.6 (O-CH2CH3); 37.4 (N-CH2); 33.6 (CH2-CO); 28.1 (CH2); 26.1 (CH2); 24.4 (CH2); 21.0 (Ar-CH3); 13.7 (O-CH2CH3). HR LSIMS: Calculated for C17H21NO4Na (M+Na)+ 326.1368; found 326.1371 (deviation -0.9 ppm).
The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.
Reference:
Patent; Universidad De Granada; EP2045239; (2009); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem