Methanesulfonyl chloride → 2-[3-(2-Oxo-1,3-oxazolidin-3-yl)phenyl]ethyl methanesulfonate

HRID 734574Notes

Reaction equation

HRID 734574 reaction equation
[OH:1][CH2:2][CH2:3][C:4]1[CH:5]=[C:6]([N:10]2[CH2:14][CH2:13][O:12][C:11]2=[O:15])[CH:7]=[CH:8][CH:9]=1.[CH3:16][S:17](Cl)(=[O:19])=[O:18]>>[CH3:16][S:17]([O:1][CH2:2][CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([N:10]2[CH2:14][CH2:13][O:12][C:11]2=[O:15])[CH:5]=1)(=[O:19])=[O:18]

Participants

3

Reactant 2

HCID 31297Methanesulfonyl chlorideHCID 542438113-[3-(2-Hydroxyethyl)phenyl]-1,3-oxazolidin-2-one

Product 1

HCID 574443402-[3-(2-Oxo-1,3-oxazolidin-3-yl)phenyl]ethyl methanesulfonateYield 93%

Procedure

The title compound was prepared in 93% yield according to the general procedure for the preparation of amides (Method B) starting from starting from 3-[3-(2-hydroxyethyl)phenyl]-1,3-oxazolidin-2-one and methanesulfonyl chloride. The crude material was purified on SPE cartridge (Silica) using as eluent a gradient from cyclohexane (100%) to cyclohexane-ethyl acetate (8:2) affording the final compound.

Workup

  1. customThe crude material was purified on SPE cartridge (Silica)
  2. customaffording the final compound

Sources & evidence

ORD record
ord-575feae8f8ee43f382badc3150f8d679
Source dataset
uspto-grants-2009_09
Patent number
US07592346B2

Reaction notes

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