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Hydrochloric Acid → HCID 86600906, 화합물

HRID 915013
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인쇄 미리보기

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HRID 915013 반응식
[C:1]([C:4]1[CH:5]=[CH:6][C:7](=[O:13])[N:8]([CH:10]([CH3:12])[CH3:11])[N:9]=1)(=[O:3])[CH3:2].C([O:18][N:19]=O)(C)(C)C.CC(C)([O-])C.Cl>C1COCC1.CCOC(C)=O.O>[CH:10]([N:8]1[C:7](=[O:13])[CH:6]=[CH:5][C:4]([C:1](=[O:3])[CH:2]=[N:19][OH:18])=[N:9]1)([CH3:11])[CH3:12]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 4

HCID 313Hydrochloric AcidHCID 10906Tert-Butyl nitriteHCID 45749132-Methylpropan-2-olateHCID 69331932HCID 69331932, 화합물

생성물 1

HCID 86600906HCID 86600906, 화합물

시약·촉매·용매 3

HCID 962Water용매
HCID 8028
Tetrahydrofuran
용매
HCID 8857Ethyl Acetate용매

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온도
0 °C

실험 절차

A mixture of 6-acetyl-2-isopropyl-3(2H)-pyridazinone (74.0 g) and t-butylnitrite (73.3 ml) in THF (740 ml) was stirred at 0° C. Pottasium t-butoxide (55.3 g) was added to the reaction mixture. Then the reaction mixture was stirred at 25° C. for 1 hour. Water, 1N HCl and EtOAc were added to the reaction mixture. The organic layer was washed with 1N HCl, aq. NaHCO3 and brine. The organic layer was separated, and dried over MgSO4. The solvent was removed in vacuo. The residue was purified by silica gel column chromatography eluted with a mixture of n-hexane and EtOAc. The fractions were concentrated in vacuo to obtain (1-isopropyl-6-oxo-1,6-dihydro-3-pyridazinyl)(oxo)-acetaldehyde oxime (15.0 g) as white powder.

후처리

  1. stirringThen the reaction mixture was stirred at 25° C. for 1 hour
  2. washThe organic layer was washed with 1N HCl, aq. NaHCO3 and brine
  3. customThe organic layer was separated
  4. dry with materialdried over MgSO4
  5. customThe solvent was removed in vacuo
  6. customThe residue was purified by silica gel column chromatography
  7. washeluted with a mixture of n-hexane and EtOAc
  8. concentrationThe fractions were concentrated in vacuo

출처 및 근거

ORD 기록
ord-88427eb741524264aa61ecf46cd7753a
출처 데이터셋
uspto-grants-2007_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07265120B2

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