Acetic Anhydride → HCID 67005800, 화합물

HRID 563427노트

반응식

HRID 563427 반응식
[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]

참가 물질

5

반응물 3

HCID 7918Acetic AnhydrideHCID 79118Ethane, azido-HCID 59252753HCID 59252753, 화합물

생성물 1

HCID 67005800HCID 67005800, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-f191b46d9b794ff7b0905c440f0648a4
출처 데이터셋
uspto-grants-2011_11
특허 번호
US08067447B2

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