Potassium Carbonate → HCID 178436317, compound

HRID 1490018Notes

Reaction equation

HRID 1490018 reaction equation
[CH2:1]([C@H:4]1[CH2:9][CH2:8][C@H:7]([C:10]2[CH:15]=[CH:14][C:13]([C:16]#[C:17][Si](C)(C)C)=[CH:12][CH:11]=2)[CH2:6][CH2:5]1)[CH2:2][CH3:3].C(=O)([O-])[O-].[K+].[K+]>CO.CCOCC>[CH2:1]([C@H:4]1[CH2:9][CH2:8][C@H:7]([C:10]2[CH:11]=[CH:12][C:13]([C:16]#[CH:17])=[CH:14][CH:15]=2)[CH2:6][CH2:5]1)[CH2:2][CH3:3]

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 178447876HCID 178447876, compound

Product 1

HCID 178436317HCID 178436317, compound

Reagents, catalysts & solvents 1

HCID 21864698Diethyl ether methanolSolvent

Procedure

A mixture of 3.8g of 1[-4-(trans-4-propylcyclohexyl)phenyl]-2-trimethylsilylacetylene, 0.4 g of potassium carbonate and 50 ml of methanol/ether (2:1) was stirred at room temperature for 1 hr. Then, the mixture was partitioned between water and ether and the organic phase was washed in succession with saturated sodium chloride solution and water, dried over magnesium sulfate, filtered over Celite and evaporated. After chromatography of the residue over 150 silica gel with cyclohexane 1.95 g of 4-(trans-4-propylcyclohexyl)phenylacetylene were obtained as a colourless solid.

Workup

  1. customThen, the mixture was partitioned between water and ether
  2. washthe organic phase was washed in succession with saturated sodium chloride solution and water
  3. dry with materialdried over magnesium sulfate
  4. filtrationfiltered over Celite
  5. customevaporated

Sources & evidence

ORD record
ord-eaa63cf2fc134f25ad264eda1e6b7dae
Source dataset
uspto-grants-1997_10
Patent number
US05681504

Reaction notes

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