Acetone → Cyclopentanpropionyl carnitine chloride

HRID 35374

反応式

HRID 35374 の反応式
[CH3:1][N+:2]([CH2:5][CH:6]([OH:11])[CH2:7][C:8]([O-:10])=[O:9])([CH3:4])[CH3:3].[CH2:12]1[CH2:16][CH2:15][CH:14]([CH2:17][CH2:18][C:19]([Cl:21])=[O:20])[CH2:13]1.CC(C)=O>FC(F)(F)C(O)=O>[CH:14]1([CH2:17][CH2:18][C:19]([C:6]([CH2:7][C:8](=[O:10])[O-:9])([CH2:5][N+:2]([CH3:3])([CH3:4])[CH3:1])[OH:11])=[O:20])[CH2:15][CH2:16][CH2:12][CH2:13]1.[Cl-:21]

参加物

5

反応物 3

HCID 180AcetoneHCID 288DL-CarnitineHCID 660393-Cyclopentylpropionyl chloride

生成物 1

HCID 131715700Cyclopentanpropionyl carnitine chloride収率 90%

試薬・触媒・溶媒 1

HCID 6422Trifluoroacetic acid溶媒

実験手順

Carnitine chloride (1.97 g; 0.01 moles) was dissolved in trifluoroacetic acid (10 cc). To the resulting solution 3-cyclopentanpropionyl chloride (1.60 g; 0.01 moles) was slowly added under stirring. The resulting mixture was kept under stirring at 45° C. overnight. The mixture was then cooled, acetone (40 ml) was added and the mixture was kept under stirring for 2 hours in ice. The precipitate thus formed was filtered off and to the filtrate ethyl ether was added. The white solid which precipitated was dissolved in ethanol-acetone (5:1) and once again precipitated with ether. M.P. 170°-172° C., yield 90%.

後処理

  1. stirringunder stirring at 45° C. overnight
  2. temperatureThe mixture was then cooled
  3. stirringunder stirring for 2 hours in ice
  4. customThe precipitate thus formed
  5. filtrationwas filtered off and to the filtrate ethyl ether
  6. additionwas added
  7. customThe white solid which precipitated
  8. dissolutionwas dissolved in ethanol-acetone (5:1)
  9. customonce again precipitated with ether

出典と根拠

ORDレコード
ord-1c9e2b6c405c417fb12ccd9c82d0e996
出典データセット
uspto-grants-1988_08
特許番号
US04766222

関連ノート

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