DL-Carnitine → Acetyl carnitine chloride

HRID 1903919Notes

Reaction equation

HRID 1903919 reaction equation
[CH3:1][N+:2]([CH2:5][CH:6]([OH:11])[CH2:7][C:8]([O-:10])=[O:9])([CH3:4])[CH3:3].[C:12]([Cl:15])(=[O:14])[CH3:13]>C(O)(=O)C>[C:12]([C:6]([CH2:7][C:8](=[O:10])[O-:9])([CH2:5][N+:2]([CH3:3])([CH3:4])[CH3:1])[OH:11])(=[O:14])[CH3:13].[Cl-:15]

Participants

4

Reactant 2

HCID 288DL-CarnitineHCID 6367Acetyl chloride

Product 1

HCID 131713442Acetyl carnitine chloride

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
50 °C

Procedure

2 grams of carnitine chloride were dissolved in 20 ml of glacial acetic acid, and acetyl chloride (10 ml) was added thereto. The reaction mixture was kept at room temperature for 48 hours. The excess of acetyl chloride and the solvent were removed under vacuum, by heating on a water bath at 50° C. The residue was crystallized from isopropanol-ethyl ether, and a pure product was thus obtained.

Workup

  1. customThe excess of acetyl chloride and the solvent were removed under vacuum
  2. customThe residue was crystallized from isopropanol-ethyl ether
  3. customa pure product was thus obtained

Sources & evidence

ORD record
ord-9494116d884142a18bb2a8efa9ba67bc
Source dataset
uspto-grants-1984_03
Patent number
US04439438

Reaction notes

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