Formaldehyde → 4-(2-Bromo-2,2-difluoro-ethyl)-1-hydroxymethyl-pyrrolidin-2-one

HRID 1295799Notes

Reaction equation

HRID 1295799 reaction equation
[Br:1][C:2]([F:11])([F:10])[CH2:3][CH:4]1[CH2:8][NH:7][C:6](=[O:9])[CH2:5]1.[CH2:12]=[O:13]>C[Si](Cl)(C)C>[Br:1][C:2]([F:10])([F:11])[CH2:3][CH:4]1[CH2:8][N:7]([CH2:12][OH:13])[C:6](=[O:9])[CH2:5]1

Participants

4

Reactant 2

HCID 712FormaldehydeHCID 589112584-(2-Bromo-2,2-difluoro-ethyl)-pyrrolidin-2-one

Product 1

HCID 113573434-(2-Bromo-2,2-difluoro-ethyl)-1-hydroxymethyl-pyrrolidin-2-oneYield 93%

Reagents, catalysts & solvents 1

HCID 6397ChlorotrimethylsilaneSolvent

Procedure

In a 50 ml three necked flask fitted with a magnetic stirrer, under inert atmosphere, a solution of 4-(2-bromo-2,2-difluoro-ethyl)-pyrrolidin-2-one a6 (0.46 g, 2 mmol), paraformaldehyde (0.12 g) and TMSCl (10 ml) is heated at 60° C. for 1 h. The reaction mixture is evaporated to give the crude 4-(2-bromo-2,2-difluoro-ethyl)-1-hydroxymethyl-pyrrolidin-2-one a7 (0.48 g, 92%).

Workup

  1. customThe reaction mixture is evaporated

Sources & evidence

ORD record
ord-5a01b85f0b8a43299a4d317b0d225642
Source dataset
uspto-grants-2007_07
Patent number
US07244747B2

Reaction notes

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