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

HRID 1061671노트

반응식

HRID 1061671 반응식
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]

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-6b21c62d70184fe186f3a0b60b0f5822
출처 데이터셋
uspto-grants-2005_11
특허 번호
US06960575B2

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