Synthetic Route of 15799-79-8, The chemical industry reduces the impact on the environment during synthesis 15799-79-8, name is 3-Methoxy-N,N-dimethylaniline, I believe this compound will play a more active role in future production and life.
[0109] (R)-3-(4-Nitro-phenyl)-3-(4-dimethylamino-2-methoxy-phenyl)-propionaldehyde (Table 1, entry 9): To a 2-dram vial equipped with a magnetic stir bar was added (2S,5S)-5-benzyl-2-tert-butyl-3-methylimidazolidin-4-one (24.6 mg, 0.100 mmol, 0.100 equiv), N,N-dimethyl-m-anisidine hydrochloride (18.8 mg, 0.100 mmol, 0.100 equiv), CH2Cl2 (1.00 ml), and N,N-dimethyl-m-anisidine (425 uL, 2.90 mmol, 2.90 equiv). The solution was cooled to -10o C. before p-nitro-cinnamaldehyde (177 mg, 1.00 mmol, 1.00 equiv) was added as a solid. After 48 h, the reaction mixture was subjected directly to silica gel chromatography. Gradient elution with 10-50% EtOAc in hexanes followed by concentration in vacuo afforded the product as a bright orange oil in 87% yield (285 mg, 0.867 mmol); 92% ee. IR (film) 2938, 2894, 2837, 2726, 1722, 1614, 1516, 1345, 1241, 1120, 1033, 980.1, 858.6, 814.9 cm-1; 1HNMR (300 MHz, CDCl3) ?9.74 (t, J=1.9 Hz, 1H, CHO), 8.12 (td, J=2.2, 9.3 Hz, 2H, ArH), 7.42 (td, J=1.5, 9.3 Hz, 2H, ArH), 6.97 (d, J=8.3 Hz, 1H, ArH), 6.30 (dd, J=2.5, 8.8 Hz, 1H, ArH), 6.24 (d, J=2.2 Hz, 1H, ArH), 4.98 (t, J=7.8 Hz, 1H, ArCH), 3.79 (s, 3H, OCH3), 3.21-3.09 (m, 2H, CH2CO), 2.96 (s, 6H, N(CH3)2); 13C NMR (75 MHz, CDCl3) ?201.2, 157.8, 152.3, 151.4, 146.5, 128.9, 128.6, 123.8, 118.0, 104.8, 96.4, 55.4, 48.4, 40.8, 38.2. HRMS (CI) exact mass calcd for (C18H20N2O4) requires m/z 328.1423, found m/z 328.1422. [?]D=0.58.1 (c=1.0, CHCl3). [0110] The enantiomeric ratio of the product was determnined by HPLC analysis of the corresponding alcohol (obtained by NaBH4 reduction of the aldehyde) using a Chiracel AD and AD guard column (10% ethanol/hexanes, 1 mL/min); R isomer tr=25.6 min, S isomer tr=29.5 min.
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, 3-Methoxy-N,N-dimethylaniline, other downstream synthetic routes, hurry up and to see.