Diethyl Ether → Methyl (2RS)-2-(2-oxo-2-phenylethyl)aminoisovalerate

HRID 1061671ノート

反応式

HRID 1061671 の反応式
C(N(C(C)C)CC)(C)C.Br[CH2:11][C:12]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)=[O:13].Cl.[CH3:21][O:22][C:23](=[O:29])[CH:24]([CH:26]([CH3:28])[CH3:27])[NH2:25].C(OCC)C>C(Cl)Cl>[O:13]=[C:12]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[CH2:11][NH:25][CH:24]([CH:26]([CH3:28])[CH3:27])[C:23]([O:22][CH3:21])=[O:29]

参加物

6

反応物 4

HCID 3283Diethyl EtherHCID 6259Phenacyl bromideHCID 81531DiisopropylethylamineHCID 12498813Valine, methyl ester, hydrochloride (1:1)

生成物 1

HCID 21302844Methyl (2RS)-2-(2-oxo-2-phenylethyl)aminoisovalerate

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

Diisopropylethylamine (7.66 ml) and 2-bromoacetophenone (4.2 g) are added to a suspension of DL-valine methyl ester hydrochloride (3.36 g, Reference compound No. 45-1) in methylene chloride (100 ml), and the mixture is refluxed for four days. The reaction mixture is allowed to stand at room temperature, diethyl ether is added to the mixture, and the whole is extracted with 0.1 N hydrochloric acid. Sodium hydrogencarbonate is added to the extract to basify the system, and the whole is extracted with ethyl acetate. The organic layer is washed with saturated brine and dried over magnesium sulfate. The organic layer is concentrated under reduced pressure to give the titled reference compound (4.92 g).

後処理

  1. customto stand at room temperature
  2. extractionthe whole is extracted with 0.1 N hydrochloric acid
  3. additionSodium hydrogencarbonate is added to the
  4. extractionextract
  5. extractionthe whole is extracted with ethyl acetate
  6. washThe organic layer is washed with saturated brine
  7. dry with materialdried over magnesium sulfate
  8. concentrationThe organic layer is concentrated under reduced pressure

出典と根拠

ORDレコード
ord-6b21c62d70184fe186f3a0b60b0f5822
出典データセット
uspto-grants-2005_11
特許番号
US06960575B2

反応ノート

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