Potassium Carbonate → 8-Ethynyl-1,4-dioxaspiro[4.5]decane

HRID 727189Notes

Reaction equation

HRID 727189 reaction equation
C[Si]([C:5]#[C:6][CH:7]1[CH2:16][CH2:15][C:10]2([O:14][CH2:13][CH2:12][O:11]2)[CH2:9][CH2:8]1)(C)C.C(=O)([O-])[O-].[K+].[K+]>CO>[C:6]([CH:7]1[CH2:16][CH2:15][C:10]2([O:11][CH2:12][CH2:13][O:14]2)[CH2:9][CH2:8]1)#[CH:5]

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 197052148-Trimethylsilylethynyl-1,4-dioxaspiro[4.5]decane

Product 1

HCID 197052738-Ethynyl-1,4-dioxaspiro[4.5]decane

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 16.7 grams (0.07 mole) of 8-trimethylsilylethynyl-1,4-dioxaspiro[4.5]decane and 1.1 grams (0.07 mole) of potassium carbonate in 200 mL of methanol is stirred at ambient temperature for about one hour. The reaction mixture is then concentrated under reduced pressure to a residue. The residue is stirred in about 150 mL of water, and the mixture is extracted with three 150 mL portions of diethyl ether. The combined extracts are dried with magnesium sulfate and filtered. The filtrate is concentrated under reduced pressure, yielding 8-ethynyl-1,4-dioxaspiro[4.5]decane.

Workup

  1. concentrationThe reaction mixture is then concentrated under reduced pressure to a residue
  2. stirringThe residue is stirred in about 150 mL of water
  3. extractionthe mixture is extracted with three 150 mL portions of diethyl ether
  4. dry with materialThe combined extracts are dried with magnesium sulfate
  5. filtrationfiltered
  6. concentrationThe filtrate is concentrated under reduced pressure

Sources & evidence

ORD record
ord-f647501c2b81467fa27a638a218d4aad
Source dataset
uspto-grants-1998_01
Patent number
US05712281

Reaction notes

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