Dicyclohexylamine → 2-Butyloctanoyl chloride

HRID 584975Notes

Reaction equation

HRID 584975 reaction equation
C1(NC2CCCCC2)CCCCC1.[CH2:14]([CH:18]([CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27])[C:19](O)=[O:20])[CH2:15][CH2:16][CH3:17].S(Cl)([Cl:30])=O>ClCCl.C(OCC)C>[CH2:14]([CH:18]([CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27])[C:19]([Cl:30])=[O:20])[CH2:15][CH2:16][CH3:17]

Participants

6

Reactant 3

HCID 7582DicyclohexylamineHCID 24386Thionyl ChlorideHCID 339702-Butyloctanoic acid

Product 1

HCID 223414352-Butyloctanoyl chloride

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 6344DichloromethaneSolvent

Procedure

500 μl (2.5 mmol) of dicyclohexylamine are added to 500 mg (2.5 mmol) of 2-butyloctanoic acid placed in 5 ml of dichloromethane, and the solution is stirred at room temperature for minutes. 200 μl (2.5 mmol) of thionyl chloride are then added and this mixture is stirred at room temperature for 2 hours. The reaction is diluted with ethyl ether. The precipitate is filtered off and rinsed with ethyl ether. Concentration of the filtrate gives the 2-butyloctanoyl chloride.

Workup

  1. stirringthis mixture is stirred at room temperature for 2 hours
  2. filtrationThe precipitate is filtered off
  3. washrinsed with ethyl ether

Sources & evidence

ORD record
ord-9601ec8bb4c6491c9bb1c2911ace1e2b
Source dataset
uspto-grants-2005_08
Patent number
US06927228B2

Reaction notes

Loading…