Potassium Carbonate → HCID 57565970, compound

HRID 1728194Notes

Reaction equation

HRID 1728194 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]([CH:9]=1)[CH:7]=[O:8].Br[CH2:11][C:12]([CH3:16])([CH3:15])[CH2:13][OH:14].C([O-])([O-])=[O:18].[K+].[K+]>CN(C=O)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:18][CH2:11][C:12]([CH3:16])([CH3:15])[CH2:13][OH:14])=[C:6]([CH:9]=1)[CH:7]=[O:8]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 114773-ChlorobenzaldehydeHCID 1425013-Bromo-2,2-dimethyl-1-propanol

Product 1

HCID 57565970HCID 57565970, compoundYield 33%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

5-Chloro-benzaldehyde (3.1 g, 20 mmol), 3-bromo-2,2-dimethyl-propan-1-ol (3 mL, 24 mmol), K2CO3 (5.5 g, 40 mmol) and KI (0.5 g) were mixed in DMF (20 mL). Then mixture was irradiated under microwave at 200° C. for 1 h. The mixture was filtered and the filtrate was concentrated. The residue was dissolved in ethyl acetate and washed with 1N NaOH. Then the organic layer was separated, dried over anhydrous Na2SO4 and concentrated to give title compound as yellow solid (Yield: 1.6 g).

Workup

  1. customThen mixture was irradiated under microwave at 200° C. for 1 h
  2. filtrationThe mixture was filtered
  3. concentrationthe filtrate was concentrated
  4. dissolutionThe residue was dissolved in ethyl acetate
  5. washwashed with 1N NaOH
  6. customThen the organic layer was separated
  7. dry with materialdried over anhydrous Na2SO4
  8. concentrationconcentrated

Sources & evidence

ORD record
ord-15c410037cd24817b7769aa47af17635
Source dataset
uspto-grants-2009_02
Patent number
US07495007B2

Reaction notes

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