Application of 5335-05-7,Some common heterocyclic compound, 5335-05-7, name is Chloromethyl benzoate, molecular formula is C8H7ClO2, 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.
The phosphinic acid (65mg, O.OSmmol) was suspended in 1.5mL of DMF.Chloromethyl benzoate (llSmg, O.Slmniol), triethylamine (167., 1.20mmol)and tetrabutyl ammonium iodide (TBAI) (7mg, 0.02mmol) were added. Thesolution was heated at 70C for 3 hours. The solution was cooled to roomtemperature, purified using a Reverse Phase Gilson HPLC to yield compound41 (20mg, 27%). :H NMR (300 MHz, CDsOD): 5 8.08 (dd, 2H), 7.63 (d, J=7.3Hz, 1H), 7.48 (d, J=6.4 Hz, 1H) 7.42 (s, 1H), 7.35 (s, 1H), 7.04 (d, J=9.1 Hz, 1H),5.98 (m, 1H), 5.95 (m, 1H), 5.60 (d, 2H), 5.44 (s, 1H), 5.33 (d, 1H), 5.18 (d, J=9.1Hz, 1H), 5.14 (d, J=9.1,1H), 4.87 (s, 1H), 4.5.2 (d, J=9.4,1H), 4.56 (d, 1H), 4.27 (s,1H), 3.94 (s, 3H), 2.66 (m, 1H), 2.58 (m, 1H), 2.37 (m, 1H), 2.14 (m, 1H), 1.64 (m,6H), 1.33 (d, 6H), 1.04 (s, 9H). 31P (75 MHz, CDsOD): 5 52.994, 57.542.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Chloromethyl benzoate, its application will become more common.
Reference:
Patent; GILEAD SCIENCES, INC.; WO2006/20276; (2006); A2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics