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DL-norvaline → HCID 178440053, 화합물

HRID 1075284
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HRID 1075284 반응식
[N:1](=[C:3]([C:7](=[O:9])[CH3:8])[C:4](=O)[CH3:5])O.[NH2:10][CH:11](C(O)=O)[CH2:12][CH2:13][CH3:14]>C(#N)C>[C:7]([C:3]1[NH:1][C:11]([CH2:12][CH2:13][CH3:14])=[N:10][C:4]=1[CH3:5])(=[O:9])[CH3:8]
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참가 물질

4

반응물 2

HCID 824DL-norvalineHCID 178468373HCID 178468373, 화합물

생성물 1

HCID 178440053HCID 178440053, 화합물수율 43.5%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

An acetonitrile (250 ml) mixture of 3-oximino-2,4-pentanedione (40 g, 0.31 moles) and d,l-norvaline (43.55 g, 0.372 moles) was heated to reflux under nitrogen. After 23.7 h the reaction mixture was allowed to cool, then suction filtered. The residue was washed with acetonitrile and the combined filtrates concentrated in vacuo. After dissolving the resulting oil in ethyl acetate (100 ml), it was washed with three 40 ml portions of 5% aqueous sodium hydroxide solution. The combined organic extracts were dried over anhydrous potassium carbonate and then concentrated in vacuo to give 0.1 moles (43.5% yield based on recovered d,l-norvaline) of 5-acetyl-4-methyl-2-propylimidazole.

후처리

  1. temperaturewas heated
  2. temperatureto reflux under nitrogen
  3. temperatureto cool
  4. filtrationsuction filtered
  5. washThe residue was washed with acetonitrile
  6. concentrationthe combined filtrates concentrated in vacuo
  7. dissolutionAfter dissolving the resulting oil in ethyl acetate (100 ml)
  8. washit was washed with three 40 ml portions of 5% aqueous sodium hydroxide solution
  9. dry with materialThe combined organic extracts were dried over anhydrous potassium carbonate
  10. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-f2a449df7f504926a28e901ba34deaa5
출처 데이터셋
uspto-grants-1983_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04395547

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