Perchloric Acid → (7-methyl-1H-indazol-5-yl)-acetaldehyde

HRID 2099735ノート

反応式

HRID 2099735 の反応式
C[O:2][CH:3]=[CH:4][C:5]1[CH:6]=[C:7]2[C:11](=[C:12]([CH3:14])[CH:13]=1)[NH:10][N:9]=[CH:8]2.Cl(O)(=O)(=O)=O>O1CCCC1.O.C(OCC)(=O)C>[CH3:14][C:12]1[CH:13]=[C:5]([CH2:4][CH:3]=[O:2])[CH:6]=[C:7]2[C:11]=1[NH:10][N:9]=[CH:8]2

参加物

6

反応物 2

HCID 24247Perchloric Acid2 回HCID 690713565-(2-methoxy-vinyl)-7-methyl-1H-indazole

生成物 1

HCID 57794606(7-methyl-1H-indazol-5-yl)-acetaldehyde

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒HCID 8857Ethyl Acetate溶媒

実験手順

To a solution of 5-(2-methoxy-vinyl)-7-methyl-1H-indazole (365 mg, 1.94 mmol, 1.0 equiv.) in tetrahydrofuran (8 mL) was added 60% perchloric acid (0.63 mL, 3 equiv) in one portion under nitrogen. After 2 h, more perchloric acid (0.63 mL) was added. After 4 h, LCMS indicated that no starting material was present. The reaction mixture was diluted with water and ethyl acetate. The layers were separated and the organic layer was washed with water (3×). The organic layer was separated, dried over sodium sulfate and concentrated in vacuo to give an off-white solid. The crude material was carried on without further purification. MS (ESI) [M+H]+=175.

後処理

  1. waitAfter 4 h
  2. customThe layers were separated
  3. washthe organic layer was washed with water (3×)
  4. customThe organic layer was separated
  5. dry with materialdried over sodium sulfate
  6. concentrationconcentrated in vacuo
  7. customto give an off-white solid
  8. customThe crude material was carried on without further purification

出典と根拠

ORDレコード
ord-ecfc209e6f2d414c95bff7906908e453
出典データセット
uspto-grants-2009_08
特許番号
US07569578B2

反応ノート

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