33863-76-2, name is 1-Bromo-3-chloro-5-fluorobenzene, belongs to chlorides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. category: chlorides-buliding-blocks
In a three-necked flask equipped with a magnetic stirrer and placed under a nitrogen atmosphere, tert-butyl (R)-2-formylpiperidine-1-carboxylate (3.7 g, 17.3 mmol) is dissolved in tetrahydrofuran (50 mL). (3-Chloro-5-fluorophenyl) bromide (0.5 M solution in THF) (41.6 mL, 20.8 mmol) is added dropwise at -70 C. The mixture is stirred at -70 C. for 5 hours and then hydrolyzed by addition of water at 0 C. The medium is diluted with EtOAc, washed with water and with saturated NaCl solution and then dried over MgSO4 and concentrated by evaporation under reduced pressure (RP). The residue is purified by chromatography on silica gel eluted with a 6/2 cyclohexane/EtOAc mixture. 1.28 g of tert-butyl (2R)-2-[(S)-(3-chloro-5-fluorophenyl)(hydroxy)methyl]piperidine-1-carboxylate are thus obtained in the form of an oil that crystallizes, and 1.27 g of tert-butyl (2R)-2-[(R)-(3-chloro-5-fluorophenyl)(hydroxy)methyl]piperidine-1-carboxylate are obtained in the form of an oil that crystallizes. tert-Butyl (2R)-2-[(S)-(3-chloro-5-fluorophenyl)(hydroxy)methyl]piperidine-1-carboxylate: (M+Na)+=366; [alpha]D20 C.=+16.4+-0.6 (MeOH) and tert-butyl (2R)-2-[(R)-(3-chloro-5-fluorophenyl)(hydroxy)methyl]piperidine-1-carboxylate: (M+Na)+=366; [alpha]D20 C.=-46.1+-0.9 (MeOH)
The synthetic route of 33863-76-2 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; SANOFI-AVENTIS; US2010/298377; (2010); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics