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DL-norvaline → HCID 178440053, 화합물

HRID 1462216
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HRID 1462216 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(O)CCC>[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 55.7%

시약·촉매·용매 1

HCID 2631-Butanol용매

실험 절차

To 40 g (0.309 moles) of 3-oximino-2,4-pentanedione dissolved in 200 ml of n-butanol was added 39.92 g (0.341 moles) of d,1-norvaline. The resulting mixture was brought to reflux, while stirring rapidly under nitrogen with an oil bath. After 19.3 h the reaction mixture was cooled, and then suction filtered. The residue was washed with ethyl acetate (100 ml) and the combined filtrates concentrated in vacuo. The resulting oil was dissolved in ethyl acetate (200 ml) and extracted with three 50 ml portions of 5% aqueous sodium hydroxide solution. Removal of the solvent in vacuo gave 0.15 moles (55.7% yield based on recovered d,1-norvaline) of 5-acetyl-4-methyl-2-propylimidazole.

후처리

  1. temperatureto reflux
  2. temperatureAfter 19.3 h the reaction mixture was cooled
  3. filtrationsuction filtered
  4. washThe residue was washed with ethyl acetate (100 ml)
  5. concentrationthe combined filtrates concentrated in vacuo
  6. dissolutionThe resulting oil was dissolved in ethyl acetate (200 ml)
  7. extractionextracted with three 50 ml portions of 5% aqueous sodium hydroxide solution
  8. customRemoval of the solvent in vacuo

출처 및 근거

ORD 기록
ord-d1375b81a607423e852ce9df43f966a8
출처 데이터셋
uspto-grants-1984_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04459413

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