Acetyl chloride → Hydrochloric Acid

HRID 2182828Notes

Reaction equation

HRID 2182828 reaction equation
C([Cl:4])(=[O:3])C.O.[O:6]=[C:7]([CH2:9][N:10]([C:12](=[NH:14])[NH2:13])[CH3:11])[OH:8]>C(O)C>[OH2:3].[O:6]=[C:7]([CH2:9][N:10]([C:12](=[NH:13])[NH2:14])[CH3:11])[OH:8].[ClH:4]

Participants

5

Reactant 2

HCID 6367Acetyl chlorideHCID 80116Creatine Monohydrate

Product 2

HCID 313Hydrochloric AcidHCID 80116Creatine Monohydrate

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent4×

Conditions

Temperature
30 °C

Procedure

Optimization experiments were performed by varying certain parameters of the reaction scheme in Example 1, as described below. A 1.5 mole equivalent of acetyl chloride was added dropwise to anhydrous ethanol to generate the acidified ethanol. Creatine monohydrate was added to the acidified ethanol at a ratio of 1 g:6 ml of ethanol and the reaction medium was heated to 37° C. for 20 hours. The reaction medium was then allowed to cool to 30° C. prior to filtration and the product (filter cake) was washed with ethanol chilled to 0° C. The amount of ethanol used in the wash was on a 1:1 w/v (g/ml) basis with the quantity of creatine monohydrate employed as the starting material. This reaction scheme yielded an 83 to 86% conversion of creatine monohydrate to CEE HCl.

Workup

  1. customparameters of the reaction scheme in Example 1
  2. filtrationto filtration
  3. filtrationthe product (filter cake)
  4. washwas washed with ethanol
  5. temperaturechilled to 0° C
  6. customThis reaction scheme

Sources & evidence

ORD record
ord-18d55050f0a64309be6a06898e5de8c1
Source dataset
uspto-grants-2005_05
Patent number
US06897334B2

Reaction notes

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