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

HRID 1735323Notes

Reaction equation

HRID 1735323 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-d957c232702f44188a608d3eb3cbb000
Source dataset
uspto-grants-1996_07
Patent number
US05536725

Reaction notes

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