Potassium Carbonate → HCID 21107227, compound

HRID 1765778Notes

Reaction equation

HRID 1765778 reaction equation
[CH3:1][C:2]1([CH3:28])[C:11]2[C:6](=[C:7]([O:18][CH2:19][O:20][CH2:21][CH2:22][Si:23]([CH3:26])([CH3:25])[CH3:24])[CH:8]=[C:9]([C:12]#[C:13][Si](C)(C)C)[CH:10]=2)[C:5](=[O:27])[CH2:4][CH2:3]1.C(=O)([O-])[O-].[K+].[K+]>CO>[C:12]([C:9]1[CH:10]=[C:11]2[C:6](=[C:7]([O:18][CH2:19][O:20][CH2:21][CH2:22][Si:23]([CH3:24])([CH3:26])[CH3:25])[CH:8]=1)[C:5](=[O:27])[CH2:4][CH2:3][C:2]2([CH3:28])[CH3:1])#[CH:13]

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 21107174HCID 21107174, compound2×

Product 1

HCID 21107227HCID 21107227, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution 4,4-dimethyl-8-(2-trimethylsilanyl-ethoxymethoxy)-6-trimethylsilanylethynyl-3,4-dihydro-2H-naphthalen-1-one (Intermediate 72, 1.58 g, 3.79 mmol) in methanol (20 mL) was treated with potassium carbonate (0.43 g, 3.11 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 (1.28 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-de653df51ec6454f86236e4f58feeb88
Source dataset
uspto-grants-2007_06
Patent number
US07226951B2

Reaction notes

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