6-Aminohexanoic Acid → HCID 21251990, compound

HRID 1532424Notes

Reaction equation

HRID 1532424 reaction equation
[C:1](=[O:4])([O-:3])[O-].[K+].[K+].[OH-].[K+].Cl[C:10]1[CH:18]=[C:17]([Cl:19])[CH:16]=[CH:15][C:11]=1[C:12]([OH:14])=[O:13].[CH2:20]([CH2:26][CH2:27][NH2:28])[CH2:21][CH2:22]C(O)=O>O>[C:1]([CH:26]([CH2:20][CH2:21][CH3:22])[CH2:27][NH:28][C:10]1[CH:18]=[C:17]([Cl:19])[CH:16]=[CH:15][C:11]=1[C:12]([OH:14])=[O:13])([OH:3])=[O:4]

Participants

6

Reactant 4

HCID 5646-Aminohexanoic AcidHCID 57872,4-Dichlorobenzoic AcidHCID 11430Potassium CarbonateHCID 14797Potassium Hydroxide

Product 1

HCID 21251990HCID 21251990, compoundYield 64.2%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a solution of potassium carbonate (3.62 g), potassium hydroxide (3.38 g), 2,4-dichlorobenzoic acid (VI) (5.0 g) and 6-amino-n-caproic acid (13.8 g) in water (50 ml) was added cupric chloride (0.05 g) and the resulting solution was refluxed for 18 hours. After this reaction solution was cooled to room temperature, the copper salt was removed by filtration and concentrated hydrochloric acid (25 ml) was added to the resulting filtrate. Then; the resulting precipitate was collected by filtration, washed with water and dried under vacuum to give 4.8 g of the desired compound (yield, 64%).

Workup

  1. temperaturethe resulting solution was refluxed for 18 hours
  2. customthe copper salt was removed by filtration and concentrated hydrochloric acid (25 ml)
  3. additionwas added to the resulting filtrate
  4. filtrationthe resulting precipitate was collected by filtration
  5. washwashed with water
  6. customdried under vacuum

Sources & evidence

ORD record
ord-79b887a594d545e997940388adf30c51
Source dataset
uspto-grants-2001_03
Patent number
US06201121B1

Reaction notes

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