Potassium Carbonate → HCID 21107229, compound

HRID 1869904Notes

Reaction equation

HRID 1869904 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-93b8b5ca65684f93b5672d18ef2e54b3
Source dataset
uspto-grants-2009_12
Patent number
US07638648B2

Reaction notes

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