Hydrochloric Acid → HCID 69103164, compound

HRID 2220400Notes

Reaction equation

HRID 2220400 reaction equation
[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[C:4](F)[CH:3]=1.[CH:12]1([NH2:18])[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1.C(OCC)(=O)C.Cl>O>[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[C:4]([NH:18][CH:12]2[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]2)[CH:3]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 7965CyclohexylamineHCID 8857Ethyl AcetateHCID 3026814-Bromo-2-fluorobenzoic acid

Product 1

HCID 69103164HCID 69103164, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 4-bromo-2-fluorobenzoic acid (1.0 g) and cyclohexylamine (10 ml) was stirred under reflux for 5 hours. The mixture was poured into ethyl acetate (50 ml) and water (50 ml), acidified with concentrated hydrochloric acid and extracted with ethyl acetate. The organic layer was washed with water and brine, dried over magnesium sulfate and concentrated in vacuo to give 4-bromo-2-(cyclohexylamino)benzoic acid (1.32 g).

Workup

  1. temperatureunder reflux for 5 hours
  2. extractionextracted with ethyl acetate
  3. washThe organic layer was washed with water and brine
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-a0cfa17022e745f6ab68d3e929cd6ff4
Source dataset
uspto-grants-2008_08
Patent number
US07417060B2

Reaction notes

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