3-Amino-1-propanol → HCID 65341400, compound

HRID 1186077Notes

Reaction equation

HRID 1186077 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[C:4](F)[CH:3]=1.[NH2:12][CH2:13][CH2:14][CH2:15][OH:16]>CN(C=O)C.C(OCC)(=O)C>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[C:4]([NH:12][CH2:13][CH2:14][CH2:15][OH:16])[CH:3]=1

Participants

5

Reactant 2

HCID 90863-Amino-1-propanolHCID 27833624-Bromo-2-fluoro-1-nitrobenzene

Product 1

HCID 65341400HCID 65341400, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 8857Ethyl AcetateSolvent

Procedure

4-Bromo-2-fluoro-1-nitrobenzene (5.38 g, 24.45 mmol) was dissolved in dry DMF (50 mL) under nitrogen and treated with 3-aminopropan-1-ol (5.51 g, 73.4 mmol) at RT. The mixture was stirred at room temperature for 3 h. TLC indicated no starting material remaining. The mixture was diluted with ethyl acetate and washed with water several times, then with brine once. It was dried (MgSO4), then filtered and evaporated to give a yellow oil which was used without further purification.

Workup

  1. washwashed with water several times
  2. dry with materialIt was dried (MgSO4)
  3. filtrationfiltered
  4. customevaporated
  5. customto give a yellow oil which
  6. customwas used without further purification

Sources & evidence

ORD record
ord-cfda2c0ffe64441a80603dc0d5e9b4ed
Source dataset
uspto-grants-2014_03
Patent number
US08673897B2

Reaction notes

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