Acetic Acid → 1-Fluoro-3-(4-nitrophenyl)propane

HRID 605876Notes

Reaction equation

HRID 605876 reaction equation
[F:1][CH2:2][CH2:3][CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.C(O)(=O)C.[N+:15]([O-])([OH:17])=[O:16]>C(OC(=O)C)(=O)C.C(OCC)(=O)C>[F:1][CH2:2][CH2:3][CH2:4][C:5]1[CH:10]=[CH:9][C:8]([N+:15]([O-:17])=[O:16])=[CH:7][CH:6]=1

Participants

6

Reactant 3

HCID 176Acetic AcidHCID 944Nitric AcidHCID 11804828(3-Fluoropropyl)benzene

Product 1

HCID 129181601-Fluoro-3-(4-nitrophenyl)propane

Reagents, catalysts & solvents 2

HCID 7918Acetic AnhydrideSolventHCID 8857Ethyl AcetateSolvent

Procedure

1-Fluoro-3-phenylpropane was dissolved in acetic anhydride (10 mL) and to the solution was added acetic acid (1 mL) and fuming nitric acid (1 mL) at 0° C. The reaction mixture was reacted at rt and to 60° C. for 1 h, then diluted with ethyl acetate (100 mL). The organic solution was washed with water (3×100 mL) and brine (100 mL), and evaporated to give 1-fluoro-3-(4-nitrophenyl)propane.

Workup

  1. customThe reaction mixture was reacted at rt and to 60° C. for 1 h
  2. washThe organic solution was washed with water (3×100 mL) and brine (100 mL)
  3. customevaporated

Sources & evidence

ORD record
ord-c057d4a74eae497293c5c7c7114924f2
Source dataset
uspto-grants-2011_03
Patent number
US07915273B2

Reaction notes

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