Hydrogen Bromide → 4-(2-Bromo-2,2-difluoro-ethyl)-pyrrolidin-2-one

HRID 1295798Notes

Reaction equation

HRID 1295798 reaction equation
[F:1][C:2]([F:10])=[CH:3][CH:4]1[CH2:8][NH:7][C:6](=[O:9])[CH2:5]1.[BrH:11]>O>[Br:11][C:2]([F:10])([F:1])[CH2:3][CH:4]1[CH2:8][NH:7][C:6](=[O:9])[CH2:5]1

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 17948959HCID 17948959, compound

Product 1

HCID 589112584-(2-Bromo-2,2-difluoro-ethyl)-pyrrolidin-2-oneYield 49%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

In a 50 ml three necked flask fitted with a magnetic stirrer, under inert atmosphere, 0.1 g of 4-(2,2-difluoro-vinyl)-pyrrolidin-2-one a5 (0.6 mmol) is heated in HBr (62% w/w in H2O, 10 ml) for 0.75 h at reflux. The reaction mixture is cooled down to room temperature, diluted with water and extracted with CH2Cl2 (3 times), dried over MgSO4, filtered and concentrated in vacuo to afford 0.076 g of 4-(2-bromo-2,2-difluoro-ethyl)-pyrrolidin-2-one a6 (49%).

Workup

  1. temperatureat reflux
  2. extractionextracted with CH2Cl2 (3 times)
  3. dry with materialdried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-7cfbf611237942838152a126e3f59b67
Source dataset
uspto-grants-2007_07
Patent number
US07244747B2

Reaction notes

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