Potassium Carbonate → HCID 18616463, compound

HRID 1594819Notes

Reaction equation

HRID 1594819 reaction equation
[CH3:1][C:2]1([CH3:14])[CH:6]([C:7]#[C:8][Si](C)(C)C)[O:5][C:4](=[O:13])[NH:3]1.C([O-])([O-])=O.[K+].[K+]>CO>[CH3:1][C:2]1([CH3:14])[CH:6]([C:7]#[CH:8])[O:5][C:4](=[O:13])[NH:3]1

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 18616579HCID 18616579, compound

Product 1

HCID 18616463HCID 18616463, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 4,4-Dimethyl-5-trimethylsilylethynyl-2-oxazolidinone (15.0 mmol) and K2CO3 (4.1 g, 30.0 mmol) in methanol (30.0 mL) was stirred at room temperature for 30 min. The solid was filtered off and washed with ether. The filtrate was concentrated, dissolved in ether (100 mL), washed with water (50 mL) and brine (50 mL), and dried over sodium sulfate. Solvent removal afforded 1.10 g (53%) of 4,4-Dimethyl-5-ethynyl-2-exazolidinone as a yellow oil: 1H NMR (CDCl3) δ 1.37 (s, 3H), 1.39 (s, 3H), 2.68 (s, 1H), 4.82 (s, 1H), 6.00 (br s, 1H).

Workup

  1. filtrationThe solid was filtered off
  2. washwashed with ether
  3. concentrationThe filtrate was concentrated
  4. dissolutiondissolved in ether (100 mL)
  5. washwashed with water (50 mL) and brine (50 mL)
  6. dry with materialdried over sodium sulfate
  7. customSolvent removal
  8. customafforded 1.10 g (53%) of 4,4-Dimethyl-5-ethynyl-2-exazolidinone as a yellow oil

Sources & evidence

ORD record
ord-81df844f027d4ee09cbc343160c24818
Source dataset
uspto-grants-2001_09
Patent number
US06284764B1

Reaction notes

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