Potassium Carbonate → HCID 15137055, compound

HRID 527628Notes

Reaction equation

HRID 527628 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([CH:9]=[CH:10][CH:11]=1)[C:5]([O:7][CH3:8])=[O:6].C(=O)([O-])[O-].[K+].[K+].Br[CH2:19][C:20]([CH3:22])=[CH2:21]>CN(C=O)C.O>[CH3:21][C:20](=[CH2:19])[CH2:22][O:1][C:2]1[CH:3]=[C:4]([CH:9]=[CH:10][CH:11]=1)[C:5]([O:7][CH3:8])=[O:6]

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 88068Methyl 3-HydroxybenzoateHCID 3577853-Bromo-2-methyl-1-propene

Product 1

HCID 15137055HCID 15137055, compoundYield 0.1%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Conditions

Temperature
90 °C

Procedure

Methyl 3-hydroxybenzoate (1 g, 6.57 mmol) was dissolved in DMF (10 ml) to give a colorless solution. To the solution potassium carbonate (1.089 g, 7.88 mmol) and 3-Bromo-2-methylpropene (0.729 ml, 7.23 mmol) were added. The reaction mixture was heated to 90° C. and stirred for 1 h. After cooling the reaction mixture was diluted with water and extracted with ethyl acetate. The organic phase was washed with water, dried over Na2SO4 and evaporated under vacuum to afford the title compound (1.180 mg)

Workup

  1. customto give a colorless solution
  2. temperatureAfter cooling the reaction mixture
  3. extractionextracted with ethyl acetate
  4. washThe organic phase was washed with water
  5. dry with materialdried over Na2SO4
  6. customevaporated under vacuum

Sources & evidence

ORD record
ord-81b897c9b18042ea9c19b7c146758913
Source dataset
uspto-grants-2016_05
Patent number
US09346790B2

Reaction notes

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