Potassium Hydroxide → HCID 54288038, compound

HRID 2226118Notes

Reaction equation

HRID 2226118 reaction equation
[CH3:1][C:2]1([CH3:20])[CH2:11][C:10]([CH3:13])([CH3:12])[C:9]2[C:4](=[CH:5][C:6]([C:14]#[C:15][Si](C)(C)C)=[CH:7][CH:8]=2)[O:3]1.[OH-].[K+]>C(O)(C)C>[CH3:1][C:2]1([CH3:20])[CH2:11][C:10]([CH3:12])([CH3:13])[C:9]2[C:4](=[CH:5][C:6]([C:14]#[CH:15])=[CH:7][CH:8]=2)[O:3]1

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 189663522,2,4,4-Tetramethyl-7-trimethylsilylethynyl-chroman2×

Product 1

HCID 54288038HCID 54288038, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

To a solution of 1.16 g (4.1 mmol) of 2,2,4,4-tetramethyl-7-trimethylsilylethynyl-chroman (Compound 43) in 3 ml of isopropanol was added 5 ml of ethanolic KOH solution. The reaction mixture was stirred at room temperature for 24 hours and the alcohol was then removed under vacuum. The residue was extracted with 2×10 ml of ether and the combined ether extracts were washed with 15 ml of water and 20 ml of saturated NaCl solution and then dried (MgSO4). The solvent was removed in vacuo and the residue purified by Kugelrohr distillation to give the title compound as a white crystalline solid.

Workup

  1. customthe alcohol was then removed under vacuum
  2. extractionThe residue was extracted with 2×10 ml of ether
  3. washthe combined ether extracts were washed with 15 ml of water and 20 ml of saturated NaCl solution
  4. dry with materialdried (MgSO4)
  5. customThe solvent was removed in vacuo
  6. distillationthe residue purified by Kugelrohr distillation

Sources & evidence

ORD record
ord-db628e0ff683482298be3287c72d1e65
Source dataset
uspto-grants-1994_09
Patent number
US05346895

Reaction notes

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