Related Products of 1939-99-7, A common heterocyclic compound, 1939-99-7, name is Phenylmethanesulfonyl chloride, molecular formula is C7H7ClO2S, 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.
Ethyl piperidine-2-carboxylate (100mg, 0.63 mmol) was dissolved in 5mL of anhydrous DMF, and triethylamine (191mg, 1.89 mmol) was added drop wise followed by phenylmethanesulfonyl chloride (119.7mg, 0.63 mmol). The reaction was stirred for 6h at RT and subsequently the solvent was removed in vacuo. The crude mixture was purified using column chromatography (hexane : EtOAc 8:2) to yield Ethyl 1-(benzylsulfonyl)piperidine-2-carboxylate_(170mg, 0.55 mmol, 86%). TLC (hexane: EtOAc 8:2): Rf = 0.20. HPLC (gradient A) retention time= 23.4-23.8 min 1HNMR (300 MHz, CDCl3) delta= 1.14-1.25 (m, 1H), 1.28 (t, 3H, J= 7.2 Hz), 1.34-1.49 (m, 1H), 1.54-1.68 (m, 3H), 2.14 (d, 1H, J= 13.5 Hz), 3.14 (dt, 1H, J= 3.3, 12.6 Hz), 3.44 (d, 1H, J= 12.6 Hz), 4.18-4.24 (m, 2H), 4.26 (s, 2H), 4.54 (d, 1H, J= 4.8 Hz), 7.31-7.38 (m, 3H), 7.43-7.48 (m, 2H). 13C NMR (75 MHz, CDCl3) delta= 14.22, 20.31, 25.04, 27.78, 43.39, 55.95, 58.71, 61.36, 128.40, 128.48, 129.35, 130.96, 171.38. MS (ESI) m/z: found Rt 14.28 min. (Method LCMS), 312.12 [M + H]+, 334.22 [M + Na]+. calculated 312.12 [M + H]+, 334.11 [M + Na]+.
The synthetic route of 1939-99-7 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; Max-Planck-Gesellschaft zur Foerderung der Wissenschaften e.V.; Gopalakrishnan, Ranganath; Hausch, Felix; EP2610245; (2013); A1;,
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