Acetone → HCID 129651819, compound

HRID 1903920Notes

Reaction equation

HRID 1903920 reaction equation
[OH:1][CH:2]([CH2:8][C:9](=[O:11])[O-:10])[CH2:3][N+:4]([CH3:7])([CH3:6])[CH3:5].[C:12](Cl)(=[O:16])[CH:13]([CH3:15])[CH3:14].CC(C)=O>FC(F)(F)C(O)=O>[C:12]([C:2]([CH2:8][C:9](=[O:10])[O-:11])([CH2:3][N+:4]([CH3:7])([CH3:5])[CH3:6])[OH:1])(=[O:16])[CH:13]([CH3:15])[CH3:14]

Participants

5

Reactant 3

HCID 180AcetoneHCID 288DL-CarnitineHCID 62325Isobutyryl chloride

Product 1

HCID 129651819HCID 129651819, compoundYield 66%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

To a solution of carnitine (3 grams; 0.015 mole) in trifluoroacetic acid (5 cc), isobutyryl chloride (10 cc; 0.096 moles) was added dropwise. The resulting mixture was kept at 45° C. for 4 hours, acetone was added thereto and the residual carnitine was filtered off. Anhydrous ethyl ether was added to the solution and the desired product (2 grams; yield 66%) was obtained by precipitation.

Workup

  1. filtrationthe residual carnitine was filtered off
  2. additionAnhydrous ethyl ether was added to the solution

Sources & evidence

ORD record
ord-8b6a51b6b5ff42399fd80bc5f7029e3a
Source dataset
uspto-grants-1984_03
Patent number
US04439438

Reaction notes

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