Methanesulfonic Acid → HCID 131734535, compound

HRID 591568Notes

Reaction equation

HRID 591568 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([S:10][CH:11]([CH3:19])[C:12](=O)[CH2:13][C:14]([O:16][CH3:17])=[O:15])[CH:5]=[C:6]([O:8][CH3:9])[CH:7]=1.CS(O)(=O)=O>O>[CH3:17][O:16][C:14](=[O:15])[CH2:13][C:12]1[C:3]2[C:2]([Cl:1])=[CH:7][C:6]([O:8][CH3:9])=[CH:5][C:4]=2[S:10][C:11]=1[CH3:19]

Participants

4

Reactant 2

HCID 6395Methanesulfonic AcidHCID 89767995HCID 89767995, compound

Product 1

HCID 131734535HCID 131734535, compoundYield 57.7%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
0 °C

Procedure

To methyl 4-((3-chloro-5-methoxyphenyl)sulfanyl)-3-oxopentanoate (1.86 g) was added methanesulfonic acid (5.98 mL) at 0° C. The mixture was stirred at 0° C. under nitrogen atmosphere for 15 min. The mixture was poured into water and extracted with EtOAc. The organic layer was washed with brine, dried over MgSO4, and concentrated in vacuo. The residue was purified by silica gel column chromatography (EtOAc/hexane) to give the title compound (1.01 g).

Workup

  1. extractionextracted with EtOAc
  2. washThe organic layer was washed with brine
  3. dry with materialdried over MgSO4
  4. concentrationconcentrated in vacuo
  5. customThe residue was purified by silica gel column chromatography (EtOAc/hexane)

Sources & evidence

ORD record
ord-136c9ca048014676963d10274dfcfea7
Source dataset
uspto-grants-2016_01
Patent number
US09238639B2

Reaction notes

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