Trifluoroacetic anhydride → 8-Bromoisoquinolin-1-ol

HRID 1437357ノート

反応式

HRID 1437357 の反応式
[Br:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[CH:10]=[N+:9]([O-])[CH:8]=[CH:7]2.FC(F)(F)C(OC(=O)C(F)(F)F)=[O:16]>CN(C=O)C>[Br:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[C:10](=[O:16])[NH:9][CH:8]=[CH:7]2

参加物

4

反応物 2

HCID 9845Trifluoroacetic anhydrideHCID 687005028-Bromoisoquinoline 2-oxide

生成物 1

HCID 529877478-Bromoisoquinolin-1-ol

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A suspension of (a) (630 mg, 2.8 mmol) in DMF (10 ml) was treated with trifluoroacetic acid anhydride (4 ml). The clear solution was stirred at room temperature overnight then evaporated. The residue was treated with dilute aqueous sodium carbonate solution and extracted several times with 5% methanol/dichloromethane. The combined organic extracts were washed with brine, dried and evaporated. The crude product was chromatographed on silica eluting with 0-10% methanol in dichloromethane affording a white solid (180 mg, 29%).

後処理

  1. customthen evaporated
  2. additionThe residue was treated with dilute aqueous sodium carbonate solution
  3. extractionextracted several times with 5% methanol/dichloromethane
  4. washThe combined organic extracts were washed with brine
  5. customdried
  6. customevaporated
  7. customThe crude product was chromatographed on silica eluting with 0-10% methanol in dichloromethane affording a white solid (180 mg, 29%)

出典と根拠

ORDレコード
ord-b1a18a6a42b64951901f50a23ac55719
出典データセット
uspto-grants-2009_11
特許番号
US07622481B2

反応ノート

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