Reference of 149965-40-2 , The common heterocyclic compound, 149965-40-2, name is (5-Bromo-2-chlorophenyl)methanol, molecular formula is C7H6BrClO, 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.
(5-bromo-2-chlorophenyl)methan-1-ol (2.00 g; 9.03 mmol; 1.00 eq.) was dissolved in DMF (30 mL), then the mixture was cooled down to 0C. Imidazole (1.54 g; 22.58 mmol; 2.50 eq.) and tert-butyldimethylsilyl chloride (1.88 mL; 10.84 mmol; 1.20 eq.) were added and the mixture was stirred 2h at 0 C, then 2h at rt. The reaction mixture was concentrated and diluted with EtOAc. The resulting organic phase was washed with saturated aqueous NH4Cl solution, dried over MgSO4, filtered and concentrated to dryness to give crude (5-bromo-2-chloro-phenyl)methoxy-tert-butyl-dimethyl-silane (3.47 g; quantitative), used in the next step without purification. 1H NMR (DMSO-d6, 300 MHz): delta 7.52 (m, 1H); 7.40 (m, 1H); 7.29 (d, J = 8.4 Hz, 1H); 4.61 (s, 2H); 0.80 (s, 9H); 0.00 (s, 6H).
The synthetic route of 149965-40-2 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; Inventiva; BARTH, Martine; CONTAL, Sylvie; JUNIEN, Jean-Louis; MASSARDIER, Christine; MONTALBETTI, Christian; SOUDE, Anne; EP3632908; (2020); A1;,
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