m-Chloroperbenzoic acid → 3-ethoxyisoquinoline N-oxide

HRID 1893631

反応式

HRID 1893631 の反応式
[CH2:1]([O:3][C:4]1[N:5]=[CH:6][C:7]2[C:12]([CH:13]=1)=[CH:11][CH:10]=[CH:9][CH:8]=2)[CH3:2].C1C=C(Cl)C=C(C(OO)=[O:22])C=1>C(Cl)Cl>[CH2:1]([O:3][C:4]1[N+:5]([O-:22])=[CH:6][C:7]2[C:12]([CH:13]=1)=[CH:11][CH:10]=[CH:9][CH:8]=2)[CH3:2]

参加物

4

反応物 2

HCID 70297m-Chloroperbenzoic acidHCID 6409663-Ethoxyisoquinoline

生成物 1

HCID 686175523-ethoxyisoquinoline N-oxide収率 69.9%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

3-Ethoxyisoquinoline (1.5 g, 8.7 mmol) was taken up in DCM (45 mL) at 0° C. mCPBA (77%, 4.1 g, 18.3 mmol) was added slowly and the resulting solution allowed to warm to rt overnight. The reaction volume was doubled with additional DCM and washed with 1M NaOH. Following separation and extraction with DCM, the combined organics were washed with brine, dried over anhydrous MgSO4 and concentrated in vacuo to afford 3-ethoxyisoquinoline N-oxide (1.15 g, 69%) as a white low melting solid that was used without further purification. LCMS found 190.05 [M+H]+.

後処理

  1. additionwas added slowly
  2. washwashed with 1M NaOH
  3. customseparation and extraction with DCM
  4. washthe combined organics were washed with brine
  5. dry with materialdried over anhydrous MgSO4
  6. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-7587edeb7d644d429f8f689c321a6f7c
出典データセット
uspto-grants-2013_08
特許番号
US08513186B2

関連ノート

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