Potassium Carbonate → HCID 18616463, compound

HRID 1264038Notes

Reaction equation

HRID 1264038 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, compoundYield 53%

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-oxazolidinone as a yellow oil: 1H NMR (CDCl3) δ 1.37 (s, 3H), 1.39 (s, 3H), 2.68 (s, 1H), 4.82 (s, 1 H), 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

Sources & evidence

ORD record
ord-b942b6a4ff694af0b6b8231c6c81c6cf
Source dataset
uspto-grants-2003_04
Patent number
US06541481B2

Reaction notes

Loading…