DL-Carnitine → Cyclohexyl acetyl carnitine chloride

HRID 1723084Notes

Reaction equation

HRID 1723084 reaction equation
[CH3:1][N+:2]([CH2:5][CH:6]([OH:11])[CH2:7][C:8]([O-:10])=[O:9])([CH3:4])[CH3:3].[CH:12]1(CC([Cl:21])=O)[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1.[CH2:22]([O:24]CC)[CH3:23]>FC(F)(F)C(O)=O>[CH:12]1([CH:5]([N+:2]([CH3:3])([CH3:4])[CH3:1])[C:6]([C:22](=[O:24])[CH3:23])([CH2:7][C:8](=[O:10])[O-:9])[OH:11])[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1.[Cl-:21]

Participants

5

Reactant 3

HCID 288DL-CarnitineHCID 3283Diethyl EtherHCID 2757989Cyclohexylacetyl chloride

Product 1

HCID 131715698Cyclohexyl acetyl carnitine chloride

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

Carnitine chloride (2.97 g; 0.01 moles) was dissolved in trifluoro acetic acid (10 cc). To this solution was added cyclohexyl acetyl chloride (0.01 moles) prepared as previously disclosed and the resulting mixture was kept under stirring for 48 hours. Ethyl ether was then added and the resulting mixture was kept under stirring for 0.5 hours at 0° C. A precipitate was obtained, which was filtered off and dried under vacuum.

Workup

  1. customprepared
  2. stirringunder stirring for 0.5 hours at 0° C
  3. customA precipitate was obtained
  4. filtrationwhich was filtered off
  5. customdried under vacuum

Sources & evidence

ORD record
ord-91965d6d3ecc49e29727ed1c7aa9ebbc
Source dataset
uspto-grants-1989_08
Patent number
US04859698

Reaction notes

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