Potassium Carbonate → HCID 59856227, compound

HRID 1869867Notes

Reaction equation

HRID 1869867 reaction equation
[CH2:1]([C:3]1([CH2:24][CH3:25])[CH2:12][C:11]([CH3:14])([CH3:13])[C:10]2[C:5](=[C:6]([CH:21]([CH3:23])[CH3:22])[CH:7]=[C:8]([C:15]#[C:16][Si](C)(C)C)[CH:9]=2)[O:4]1)[CH3:2].C(=O)([O-])[O-].[K+].[K+]>CO>[CH2:24]([C:3]1([CH2:1][CH3:2])[CH2:12][C:11]([CH3:14])([CH3:13])[C:10]2[C:5](=[C:6]([CH:21]([CH3:23])[CH3:22])[CH:7]=[C:8]([C:15]#[CH:16])[CH:9]=2)[O:4]1)[CH3:25]

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 69072328HCID 69072328, compound2×

Product 1

HCID 59856227HCID 59856227, compoundYield 96.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
80 °C

Procedure

A solution of 2,2-diethyl-8-isopropyl-6-trimethylsilanylethynyl-4,4-dimethyl chroman (Intermediate 28, 0.73 g, 2.04 mmol) in methanol (40 mL) was treated with potassium carbonate (0.15 g, 1.08 mmol) and the resulting reaction mixture was heated at 80° C. for 3 h. The solvent was evaporated in vacuo, the residue was diluted with water and extracted with ethyl acetate. The organic phase was dried over anhydrous magnesium sulfate, filtered and evaporated in vacuo to afford the title compound as a brown oil (0.56 g, 96%).

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. dry with materialThe organic phase was dried over anhydrous magnesium sulfate
  6. filtrationfiltered
  7. customevaporated in vacuo

Sources & evidence

ORD record
ord-d1e31d594662424d9b3a324af265e459
Source dataset
uspto-grants-2009_12
Patent number
US07638648B2

Reaction notes

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