Potassium Carbonate → HCID 22066292, compound

HRID 1828401Notes

Reaction equation

HRID 1828401 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:11]([CH3:23])([CH3:22])[CH2:12][CH2:13][CH2:14][CH2:15][C:16]#[C:17][Si](C)(C)C)[CH:6]=[C:7]([O:9][CH3:10])[CH:8]=1.C(=O)([O-])[O-].[K+].[K+]>CO.O>[CH3:10][O:9][C:7]1[CH:6]=[C:5]([C:11]([CH3:23])([CH3:22])[CH2:12][CH2:13][CH2:14][CH2:15][C:16]#[CH:17])[CH:4]=[C:3]([O:2][CH3:1])[CH:8]=1

Participants

5

Reactant 2

HCID 11430Potassium CarbonateHCID 22066290[7-(3,5-Dimethoxyphenyl)-7-methyloct-1-yn-1-yl](trimethyl)silane

Product 1

HCID 22066292HCID 22066292, compoundYield 76%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

[7-(3,5-Dimethoxyphenyl)-7-methyl-1-octynyl]trimethylsilane (1 equiv.) was dissolved in anhydrous methanol (0.8 M), anhydrous potassium carbonate (0.2 equiv.). was added and the heterogeneous mixture was stirred at room temperature, under argon, for 24 hours. The reaction mixture was diluted with water and extracted with diethyl ether. The ether extract was dried, concentrated by rotary evaporation and the residue was purified by chromatography on silica gel (5% diethyl ether-petroleum ether) to give the title compound in 76% yield.

Workup

  1. additionwas added
  2. extractionextracted with diethyl ether
  3. extractionThe ether extract
  4. customwas dried
  5. concentrationconcentrated by rotary evaporation
  6. customthe residue was purified by chromatography on silica gel (5% diethyl ether-petroleum ether)

Sources & evidence

ORD record
ord-5d260e16be5d45aabbc0d2910c3f4279
Source dataset
uspto-grants-2006_06
Patent number
US07057076B2

Reaction notes

Loading…