Acetic Acid → HCID 54094934, 화합물

HRID 35683

반응식

HRID 35683 반응식
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]([C:12](=[O:15])[CH2:13][CH3:14])[CH2:7][C:6](=[CH:16][N:17](C)C)[C:5]2=[O:20].C(O)(=O)C.[C:25]([O:29][C:30]([N:32]([CH3:34])N)=[O:31])([CH3:28])([CH3:27])[CH3:26]>CO.O1CCCC1>[C:25]([O:29][C:30]([N:32]([CH3:34])[NH:17][CH:16]=[C:6]1[C:5](=[O:20])[C:4]2[C:9](=[CH:10][CH:11]=[C:2]([Cl:1])[CH:3]=2)[N:8]([C:12](=[O:15])[CH2:13][CH3:14])[CH2:7]1)=[O:31])([CH3:28])([CH3:27])[CH3:26]

참가 물질

6

반응물 3

HCID 176Acetic AcidHCID 37482801-Boc-1-methylhydrazineHCID 54453990HCID 54453990, 화합물

생성물 1

HCID 54094934HCID 54094934, 화합물수율 78%

시약·촉매·용매 2

HCID 887Methanol용매HCID 8028Tetrahydrofuran용매

실험 절차

A solution of 6-chloro-3-dimethylaninometylene-4-oxo-1-propionyl-1,2,3,4-tetrahydroquinoline (2.00 g) 1-tert-butoxycarbonyl-1-meth-ylhydrazine (1.50 g) and acetic acid (1.20 ml) in methanol (100 ml) and tetrahydrofuran (100 ml) was refluxed for 9 hours with stirring. 1-tert-Butoxycarbonyl-1-methylhydrazine (1.50 g) was added to the mixture and the stirring was continued for 8 hours at reflux conditions. After the solvent was evaporated in vacuo, saturated aqueous sodium hydrogen carbonate (15 ml) was added to the mixture and extracted with ethyl acetate (30 ml). The extract was washed with water, dried over magnesium sulfate and evaporated in vacuo. The residue (3.90 g) was chromatographed on silica gel by eluting with chloroform to give 3-(2-tert-butoxycarbonyl-2-methylhydrazino)methylene-6-chloro-4-oxo-1-propionyl-1,2,3,4-tetrahydroquinoline (2.10 g) as yellow amorphous.

후처리

  1. temperatureat reflux conditions
  2. customAfter the solvent was evaporated in vacuo, saturated aqueous sodium hydrogen carbonate (15 ml)
  3. additionwas added to the mixture
  4. extractionextracted with ethyl acetate (30 ml)
  5. washThe extract was washed with water
  6. dry with materialdried over magnesium sulfate
  7. customevaporated in vacuo
  8. customThe residue (3.90 g) was chromatographed on silica gel
  9. washby eluting with chloroform

출처 및 근거

ORD 기록
ord-c48d16fc29f746318e3d664348d4c514
출처 데이터셋
uspto-grants-1988_08
특허 번호
US04767780

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