Carnitine Chloride → p-Isobutylphenyl-alpha-methyl acetyl carnitine hydrochloride

HRID 435478

反応式

HRID 435478 の反応式
[CH3:1][N+:2]([CH2:5][CH:6]([OH:11])[CH2:7][C:8]([OH:10])=[O:9])([CH3:4])[CH3:3].[Cl-].[CH2:13]([C:17]1[CH:22]=[CH:21][C:20](C(C)C([Cl:26])=O)=[CH:19][CH:18]=1)[CH:14]([CH3:16])[CH3:15]>C(O)(C(F)(F)F)=O>[ClH:26].[CH2:13]([C:17]1[CH:18]=[CH:19][C:20]([CH:5]([N+:2]([CH3:3])([CH3:4])[CH3:1])[C:6]([C:8](=[O:9])[CH2:7][CH3:6])([CH2:7][C:8](=[O:10])[O-:9])[OH:11])=[CH:21][CH:22]=1)[CH:14]([CH3:16])[CH3:15]

参加物

4

反応物 2

HCID 5970Carnitine ChlorideHCID 595157alpha-Methyl-4-(2-methylpropyl)benzeneacetyl chloride

生成物 1

HCID 131713075p-Isobutylphenyl-alpha-methyl acetyl carnitine hydrochloride収率 65%

試薬・触媒・溶媒 1

HCID 6422Trifluoroacetic acid溶媒

実験手順

4.95 g (0.025 moles) of D,L-carnitine hydrochloride are dissolved in 8 mls of CF3COOH, and to the solution an excess (16 mls) of p-isobutylphenyl-alpha-methyl acetyl chloride is added and the mixture is kept under stirring at a temperature of 40°-45° C. for 4-5 hours. At the end of this period of time, the mixture is partitioned with H2O--CHCl3, the organic phase is discarded whereas the aqueous phase is concentrated under reduced pressure at a bath temperature of about 50° C. A gelatinous raw material is obtained which is crystallized with isopropanol. The precipitate thus obtained is filtered, rapidly washed with ether because of its hydroscopicity, and dried under vacuum at a temperature not exceeding 50° C.; 6.3 g of a product are obtained (yield 65%) having the following characteristics:

後処理

  1. customAt the end of this period of time, the mixture is partitioned with H2O--CHCl3
  2. concentrationis concentrated under reduced pressure at a bath temperature of about 50° C
  3. customA gelatinous raw material is obtained which
  4. customis crystallized with isopropanol
  5. customThe precipitate thus obtained
  6. filtrationis filtered
  7. washrapidly washed with ether because of its hydroscopicity
  8. customdried under vacuum at a temperature not
  9. customexceeding 50° C.

出典と根拠

ORDレコード
ord-76ef5ee9ab87465a92aad006b091e810
出典データセット
uspto-grants-1983_08
特許番号
US04401827

関連ノート

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