Potassium Carbonate → 1-Ethynyl-3-methanesulfonylbenzene

HRID 1910195Notes

Reaction equation

HRID 1910195 reaction equation
[CH3:1][S:2]([C:5]1[CH:6]=[C:7]([C:11]#[C:12][Si](C)(C)C)[CH:8]=[CH:9][CH:10]=1)(=[O:4])=[O:3].C([O-])([O-])=O.[K+].[K+]>CO>[C:11]([C:7]1[CH:8]=[CH:9][CH:10]=[C:5]([S:2]([CH3:1])(=[O:3])=[O:4])[CH:6]=1)#[CH:12]

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 59240077[2-(3-Methanesulfonylphenyl)ethynyl]trimethylsilane

Product 1

HCID 205151451-Ethynyl-3-methanesulfonylbenzeneYield 82%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 0.24 g (0.95 mmol) of the above (3-methanesulfonyl-phenylethynyl)-trimethyl-silane in methanol (2 mL) was added K2CO3 aq. solution (1 M, 1 mL), the mixture was stirred at room temperature for 1 h. After usual workup, the residue was purified by column chromatography eluted with hexanes/ethyl acetate (v/v=5:1 then 3:1) to give 140 mg (82%) 1-ethynyl-3-methanesulfonyl-benzene.

Workup

  1. customAfter usual workup, the residue was purified by column chromatography
  2. washeluted with hexanes/ethyl acetate (v/v=5:1

Sources & evidence

ORD record
ord-f9ad40ecce024eaf8bf07a610afd9219
Source dataset
uspto-grants-2013_12
Patent number
US08598353B2

Reaction notes

Loading…