1,2-Epoxy-3-fluoropropane → 1-Fluoro-3-[4-(4-nitrophenyl)piperazin-1-yl]propan-2-ol

HRID 1630371Notes

Reaction equation

HRID 1630371 reaction equation
[CH2:1]([CH:3]1[O:5][CH2:4]1)[F:2].[N+:6]([C:9]1[CH:14]=[CH:13][C:12]([N:15]2[CH2:20][CH2:19][NH:18][CH2:17][CH2:16]2)=[CH:11][CH:10]=1)([O-:8])=[O:7]>C(O)C>[F:2][CH2:1][CH:3]([OH:5])[CH2:4][N:18]1[CH2:19][CH2:20][N:15]([C:12]2[CH:11]=[CH:10][C:9]([N+:6]([O-:8])=[O:7])=[CH:14][CH:13]=2)[CH2:16][CH2:17]1

Participants

4

Reactant 2

HCID 104181,2-Epoxy-3-fluoropropaneHCID 804471-(4-Nitrophenyl)piperazine

Product 1

HCID 671710891-Fluoro-3-[4-(4-nitrophenyl)piperazin-1-yl]propan-2-olYield 43.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Ethanol (15 mL) solution of 272 mg of epifluorohydrin and 500 mg of 1-(4-nitrophenyl)piperazine was heated under reflux for 15 hours, and then the reaction liquid was concentrated under reduced pressure. The residue was solidified from ethyl acetate to obtain 300 mg of the entitled compound as a yellow solid.

Workup

  1. temperatureunder reflux for 15 hours
  2. customthe reaction liquid
  3. concentrationwas concentrated under reduced pressure

Sources & evidence

ORD record
ord-a3ac7bd4be73456f83e0508f197c7186
Source dataset
uspto-grants-2014_07
Patent number
US08791125B2

Reaction notes

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