Trifluoroacetic anhydride → 2-Propoxy-5-iodonicotinic acid

HRID 47886노트

반응식

HRID 47886 반응식
[I:1]NC(=O)CCC(N)=O.FC(F)(F)C(OC(=O)C(F)(F)F)=O.[CH2:23]([O:27][C:28]1[N:36]=[CH:35][CH:34]=[CH:33][C:29]=1[C:30]([OH:32])=[O:31])[CH:24](C)[CH3:25]>FC(F)(F)C(O)=O>[CH2:23]([O:27][C:28]1[N:36]=[CH:35][C:34]([I:1])=[CH:33][C:29]=1[C:30]([OH:32])=[O:31])[CH2:24][CH3:25]

참가 물질

5

반응물 3

HCID 9845Trifluoroacetic anhydrideHCID 21864724N-IodosuccinamideHCID 235115682-(2-Methylpropoxy)pyridine-3-carboxylic acid

생성물 1

HCID 116380942-Propoxy-5-iodonicotinic acid

시약·촉매·용매 1

HCID 6422Trifluoroacetic acid용매

실험 절차

N-Iodosuccinamide (18.22 g, 0.08 mol), trifluoroacetic acid (100 mL) and trifluoroacetic anhydride (25 mL) were added to 2-isobutoxynicotinic acid (10.55 g, 0.054 mol). The mixture was refluxed for 2.5 h, cooled and the solvents evaporated. The residue was extracted from water with ethyl acetate and the organics washed with water (twice) and brine (twice), dried (MgSO4) and concentrated. The red residue was redissolved in ethyl acetate washed with sodium thiosulfate solution (twice), water (twice), brine (twice), redried (MgSO4) and concentrated to give the desired product as a yellow solid.

후처리

  1. temperatureThe mixture was refluxed for 2.5 h
  2. temperaturecooled
  3. customthe solvents evaporated
  4. extractionThe residue was extracted from water with ethyl acetate
  5. washthe organics washed with water (twice) and brine (twice),
  6. dry with materialdried (MgSO4)
  7. concentrationconcentrated
  8. dissolutionThe red residue was redissolved in ethyl acetate
  9. washwashed with sodium thiosulfate solution (twice), water (twice), brine (twice),
  10. dry with materialredried (MgSO4)
  11. concentrationconcentrated

출처 및 근거

ORD 기록
ord-bdb1543f67ea419db54701af30524db5
출처 데이터셋
uspto-grants-2004_03
특허 번호
US06699991B2

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