Potassium Carbonate → HCID 60341803, compound

HRID 574746Notes

Reaction equation

HRID 574746 reaction equation
[CH3:1][S:2]([C:5]1[CH:10]=[CH:9][C:8]([OH:11])=[CH:7][CH:6]=1)(=[O:4])=[O:3].Br[CH2:13][C:14]#[C:15][CH3:16].C(=O)([O-])[O-].[K+].[K+]>CS(C)=O.[Cl-].[Na+].O>[CH2:13]([O:11][C:8]1[CH:9]=[CH:10][C:5]([S:2]([CH3:1])(=[O:3])=[O:4])=[CH:6][CH:7]=1)[C:14]#[C:15][CH3:16]

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 1233504-(Methylsulfonyl)phenolHCID 27568621-Bromo-2-butyne

Product 1

HCID 60341803HCID 60341803, compoundYield 95%

Reagents, catalysts & solvents 2

HCID 679Dimethyl SulfoxideSolventHCID 57417360Sodium chloride; waterSolvent

Procedure

2.88 g (15.9 mmol) of 4-methylsulfonylphenol was added to and dissolved in a dimethylsulfoxide solution (30 mL) of 2.12 g (15.9 mmol) of 1-bromo-2-butyne, and then 2.64 g (19.1 mmol) of potassium carbonate was added thereto. After stirred for 6 hours, brine was added thereto and extracted with ethylacetate. The organic layer was washed with brine, and dried over anhydrous magnesium sulfate. 3.39 g (15.11 mmol) of 1-but-2-ynyloxy-4-methanesulfonylbenzene (V-1) was obtained as a roughly-purified product (yield 95%). Its physical properties are shown below.

Workup

  1. extractionextracted with ethylacetate
  2. washThe organic layer was washed with brine
  3. dry with materialdried over anhydrous magnesium sulfate

Sources & evidence

ORD record
ord-5b5eea3a5b1d4dca85ba1af3caf9d1b4
Source dataset
uspto-grants-2015_05
Patent number
US09034922B2

Reaction notes

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