Trifluoroacetic anhydride → 2-Propoxy-5-iodonicotinic acid

HRID 47886ノート

反応式

HRID 47886 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

HCID 116380942-Propoxy-5-iodonicotinic acid

試薬・触媒・溶媒 1

HCID 6422Trifluoroacetic acid溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-bdb1543f67ea419db54701af30524db5
出典データセット
uspto-grants-2004_03
特許番号
US06699991B2

反応ノート

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