Potassium Carbonate → HCID 86600192, compound

HRID 1869971Notes

Reaction equation

HRID 1869971 reaction equation
[CH3:1][C:2]1([CH3:23])[C:11]2[C:6](=[C:7]([O:18][CH:19]([CH3:21])[CH3:20])[CH:8]=[C:9]([C:12]#[C:13][Si](C)(C)C)[CH:10]=2)[C:5](=[O:22])[CH2:4][CH2:3]1.C(=O)([O-])[O-].[K+].[K+]>CO>[CH3:23][C:2]1([CH3:1])[C:11]2[C:6](=[C:7]([O:18][CH:19]([CH3:20])[CH3:21])[CH:8]=[C:9]([C:12]#[CH:13])[CH:10]=2)[C:5](=[O:22])[CH2:4][CH2:3]1

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 21107173HCID 21107173, compound2×

Product 1

HCID 86600192HCID 86600192, compoundYield 98.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution 4,4-dimethyl-8-(2-propoxy)-6-trimethylsilanylethynyl-3,4-dihydro-2H-naphthalen-1-one (Intermediate 126, 0.055 g, 0.167 mmol) in methanol (5 mL) was treated with potassium carbonate (0.03 g, 0.22 mmol) and the resulting reaction mixture was stirred at ambient temperature overnight. The solvent was evaporated in vacuo, the residue was diluted with water and extracted with ethyl acetate. The organic phase was washed with brine, dried over anhydrous magnesium sulfate, filtered and evaporated in vacuo to afford the title compound (0.042 g, 98%).

Workup

  1. customthe resulting reaction mixture
  2. customThe solvent was evaporated in vacuo
  3. additionthe residue was diluted with water
  4. extractionextracted with ethyl acetate
  5. washThe organic phase was washed with brine
  6. dry with materialdried over anhydrous magnesium sulfate
  7. filtrationfiltered
  8. customevaporated in vacuo

Sources & evidence

ORD record
ord-ea05e5936bb141c790d084094144e721
Source dataset
uspto-grants-2009_12
Patent number
US07638648B2

Reaction notes

Loading…