2-Fluoroethyl bromide → HCID 11206864, compound

HRID 2099010Notes

Reaction equation

HRID 2099010 reaction equation
[N:1]1([C:7]2[CH:8]=[C:9]([OH:13])[CH:10]=[CH:11][CH:12]=2)[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.Br[CH2:15][CH2:16][F:17]>CN(C=O)C>[F:17][CH2:16][CH2:15][N:4]1[CH2:3][CH2:2][N:1]([C:7]2[CH:8]=[C:9]([OH:13])[CH:10]=[CH:11][CH:12]=2)[CH2:6][CH2:5]1

Participants

4

Reactant 2

HCID 129822-Fluoroethyl bromideHCID 27365971-(3-Hydroxyphenyl)piperazine

Product 1

HCID 11206864HCID 11206864, compoundYield 48%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

1 g (5.61 mmol) 3-Piperazin-1-yl-phenol and 0.5 mL (1.25 eq) 1-bromo-2-fluoroethane are stirred 20 h at 60° C. in 5 mL DMF, the reaction mixture allowed to reach room temperature and evaporated, and the residue column chromatographed (silica gel, ethyl acetate/petroleum ether 9:1) to yield 600 mg (48%) of the desired product as a brown oil.

Workup

  1. customto reach room temperature
  2. customevaporated
  3. customthe residue column chromatographed (silica gel, ethyl acetate/petroleum ether 9:1)

Sources & evidence

ORD record
ord-cf301a3bc29548c99dd903a86b06dbaa
Source dataset
uspto-grants-2009_08
Patent number
US07569337B2

Reaction notes

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