Water → HCID 23136346, compound

HRID 1678585Notes

Reaction equation

HRID 1678585 reaction equation
F[C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[CH:4]=[O:5].[CH:10]([C:13]1[CH:14]=[C:15]([OH:19])[CH:16]=[CH:17][CH:18]=1)([CH3:12])[CH3:11].C(=O)([O-])[O-].[K+].[K+].O>CN(C=O)C>[CH:10]([C:13]1[CH:14]=[C:15]([CH:16]=[CH:17][CH:18]=1)[O:19][C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[CH:4]=[O:5])([CH3:12])[CH3:11]

Participants

6

Reactant 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 120593-IsopropylphenolHCID 67970o-Fluorobenzaldehyde

Product 1

HCID 23136346HCID 23136346, compoundYield 57%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

2-Fluorobenzaldehyde (1.0 mg, 8.1 mmol) was dissolved in DMF (20 mL), 3-isopropylphenol (1.1 g, 8.9 mmol) and potassium carbonate (1.1 g, 8.1 mmol) were added thereto, and then microwave was irradiated at 180° C. for 5 minutes. To the reaction solution was added water, and the reaction mixture was extracted with ethyl acetate. The extract was dried, and then concentrated under reduced pressure. The residue was purified with silica gel column chromatography (hexane/ethyl acetate=100:0 to 70:30) to give the title compound (1.1 g, yield 57%).

Workup

  1. custommicrowave was irradiated at 180° C. for 5 minutes
  2. extractionthe reaction mixture was extracted with ethyl acetate
  3. customThe extract was dried
  4. concentrationconcentrated under reduced pressure
  5. customThe residue was purified with silica gel column chromatography (hexane/ethyl acetate=100:0 to 70:30)

Sources & evidence

ORD record
ord-6caf427bbeb8437096b1834b5f274364
Source dataset
uspto-grants-2011_08
Patent number
US08008525B2

Reaction notes

Loading…