Oxonium, trimethyl-, tetrafluoroborate(1-) (1:1) → HCID 67592430, compound

HRID 1779990Notes

Reaction equation

HRID 1779990 reaction equation
[CH2:1]([CH:3]1[NH:7][C:6](=O)[CH2:5][CH:4]1[CH3:9])C.F[B-](F)(F)F.[CH3:15][O+:16]([CH3:18])C>C(Cl)Cl>[NH:7]([CH:3]1[CH:1]=[C:15]([O:16][CH3:18])[CH2:5][CH:4]1[CH3:9])[CH3:6]

Participants

4

Reactant 2

HCID 2735153Oxonium, trimethyl-, tetrafluoroborate(1-) (1:1)HCID 184286185-Ethyl-4-methyl-2-pyrrolidinone

Product 1

HCID 67592430HCID 67592430, compoundYield 79.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 0.254 g (2 mmol) of 5-ethyl-4-methyl-2-pyrrolidone (from step B) in 3 mL of CH2Cl2 was added 0.355 g (2.4 mmol) of trimethyloxonium tetrafluoroborate under a N2 atmosphere. After stirring overnight the reaction mixture was quenched with saturated K2CO3 solution and diluted with Et2O. The solution was filtered and the filtrate was concentrated. The residue was purified by flash chromatography using Et2O-hexane to isolate 0.224 g (79%) of the title compound.

Workup

  1. customwas quenched with saturated K2CO3 solution
  2. additiondiluted with Et2O
  3. filtrationThe solution was filtered
  4. concentrationthe filtrate was concentrated
  5. customThe residue was purified by flash chromatography

Sources & evidence

ORD record
ord-f48a6e7dc22546ea8439a5549e0809a6
Source dataset
uspto-grants-1997_05
Patent number
US05629322

Reaction notes

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