6-Aminohexanoic Acid → HCID 4228276, compound

HRID 650033Notes

Reaction equation

HRID 650033 reaction equation
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[S:11](Cl)(=[O:13])=[O:12].[NH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][C:21]([OH:23])=[O:22]>[OH-].[Na+]>[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[S:11]([NH:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][C:21]([OH:23])=[O:22])(=[O:13])=[O:12]

Participants

4

Reactant 2

HCID 5646-Aminohexanoic AcidHCID 71252-Naphthalenesulfonyl chloride

Product 1

HCID 4228276HCID 4228276, compound

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent2×

Procedure

30.5 mmol (6.42 g) of 2-naphthylsulphonyl chloride and 15 ml of 4M aqueous sodium hydroxide are added in succession to a solution of 15.2 mmol (2 g) of 6-aminocaproic acid in 15 ml of 4M aqueous sodium hydroxide. The reaction mixture is stirred at room temperature for 24 hours. The solution is then rendered acidic to pH=2 with concentrated hydrochloric acid, and extracted with dichloromethane. The organic phase is dried over sodium sulphate and concentrated, and the resulting residue is recrystallised from hexane to yield the expected compound.

Workup

  1. extractionrendered acidic to pH=2 with concentrated hydrochloric acid, and extracted with dichloromethane
  2. dry with materialThe organic phase is dried over sodium sulphate
  3. concentrationconcentrated
  4. customthe resulting residue is recrystallised from hexane

Sources & evidence

ORD record
ord-cee2e089bbd948a89d7fe4417e5e7d37
Source dataset
uspto-grants-2001_08
Patent number
US06271247B1

Reaction notes

Loading…