Related Products of 1758-46-9,Some common heterocyclic compound, 1758-46-9, name is 2-Phenoxyethylamine, molecular formula is C8H11NO, 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.
To a suspension of 2, 6-dichloronicotinic acid (960 mg, 5 mmol) in toluene (9 mL) was added SOC12 (547 mL, 7.5 mmol) and 2 drops of DMF. The mixture was heated at 90°C for 2 h, then cooled to room temperature. The solvent was removed in vacuo and the residual yellow oil was dried under high vacuum overnight. The residue was dissolved in anhydrous THF (20 mL) and cooled TO-78°C. Triethylamine (2.1 mL, 15 mmol) and 2-phenoxyethylamine (653 PL, 5 mmol) were added, and the reaction was stirred for 1.5 H, then quenched by pouring into a mixture of saturated NAHC03 and CH2C12. The aqueous layer was extracted with CH2C12. The organic extracts were combined and dried (MGS04), then concentrated to give a yellow oil, which was purified by flash chromatography on silica gel eluting with 35percent EtOAc/hexane to give the amide as a white solid (1.78 g, 82percent). MS (ES+) m/z (M+H) += 311. 16. 1H NMR (400 MHz, CDC13) : 8 3.87-3. 91 (m, 2H), 4.17 (t, J = 5.21 Hz, 2H), 6.90-7. 04 (m, 4H), 7.26-7. 32 (m, 2H), 7.36 (d, J = 8.05 Hz, 1H), 8.09 (d, J = 8. 05 Hz, 1H). HPLC : Retention time = 2.91 min (Method A).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Phenoxyethylamine, its application will become more common.