Acetic Anhydride → HCID 67005800、化合物

HRID 563427ノート

反応式

HRID 563427 の反応式
[NH:1]1[C:9]2[C:4](=[CH:5][C:6]([CH:10]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)[OH:11])=[CH:7][CH:8]=2)[CH:3]=[N:2]1.C(N=[N+]=[N-])C.[C:23](OC(=O)C)(=[O:25])[CH3:24]>C1COCC1>[C:23]([O:11][CH:10]([C:6]1[CH:5]=[C:4]2[C:9](=[CH:8][CH:7]=1)[NH:1][N:2]=[CH:3]2)[C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1)(=[O:25])[CH3:24]

参加物

5

反応物 3

HCID 7918Acetic AnhydrideHCID 79118Ethane, azido-HCID 59252753HCID 59252753、化合物

生成物 1

HCID 67005800HCID 67005800、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of (1H-indazol-5-yl)(phenyl)methanol (1.1 g, 5.0 mmol) in 50 mL of dry THF was added EtN3 (2.8 mL, 20 mmol) and acetic anhydride (1.9 mL, 20 mmol). The reaction was heated at reflux for 12 h. The reaction was quenched with aqueous sodium bicarbonate and extracted 2×EtOAc. The organic layers were dried over MgSO4, filtered, and concentrated. The residue was taken up in toluene and concentrated in vacuo×2 to remove any excess acetic anhydride. Obtained a quantitative yield of (1H-indazol-5-yl)(phenyl)methyl acetate. MS found: (M+H)+=309.

後処理

  1. temperatureThe reaction was heated
  2. temperatureat reflux for 12 h
  3. customThe reaction was quenched with aqueous sodium bicarbonate
  4. extractionextracted 2×EtOAc
  5. dry with materialThe organic layers were dried over MgSO4
  6. filtrationfiltered
  7. concentrationconcentrated
  8. concentrationconcentrated in vacuo×2
  9. customto remove any excess acetic anhydride

出典と根拠

ORDレコード
ord-f191b46d9b794ff7b0905c440f0648a4
出典データセット
uspto-grants-2011_11
特許番号
US08067447B2

反応ノート

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