Potassium Carbonate → HCID 21107229, compound

HRID 2377383Notes

Reaction equation

HRID 2377383 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([C:15]#[C:16][Si](C)(C)C)[CH:5]=[C:6]2[C:11]=1[C:10](=[O:12])[CH2:9][CH2:8][C:7]2([CH3:14])[CH3:13].C(=O)([O-])[O-].[K+].[K+]>CO>[C:15]([C:4]1[CH:5]=[C:6]2[C:11](=[C:2]([OH:1])[CH:3]=1)[C:10](=[O:12])[CH2:9][CH2:8][C:7]2([CH3:14])[CH3:13])#[CH:16]

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 21107256HCID 21107256, compound2×

Product 1

HCID 21107229HCID 21107229, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 8-hydroxy-4,4-dimethyl-6-trimethylsilanylethynyl-3,4-dihydro-2H-naphthalen-1-one (Intermediate 66, 2.2 g, 7.4 mmol) in methanol (20 mL) was treated with potassium carbonate (2.04 g, 14.8 mmol) and the resulting reaction mixture was stirred at ambient temperature for 5 h. The solvent was evaporated in vacuo, the residue was diluted with water and extracted with diethyl ether. The organic phase was dried over anhydrous magnesium sulfate, filtered and evaporated in vacuo to afford the title compound as an oil (1.58 g, ˜100%).

Workup

  1. customthe resulting reaction mixture
  2. customThe solvent was evaporated in vacuo
  3. additionthe residue was diluted with water
  4. extractionextracted with diethyl ether
  5. dry with materialThe organic phase was dried over anhydrous magnesium sulfate
  6. filtrationfiltered
  7. customevaporated in vacuo

Sources & evidence

ORD record
ord-69fe634e3b4b4de08d79fbe1dcf27734
Source dataset
uspto-grants-2008_12
Patent number
US07468391B2

Reaction notes

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