Ammonia → 4-Methylisoquinolin-5-ol

HRID 10575ノート

反応式

HRID 10575 の反応式
[CH3:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][C:10]=2N)[CH:5]=[N:4][CH:3]=1.N([O-])=[O:14].[Na+].O.N>S(=O)(=O)(O)O>[CH3:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][C:10]=2[OH:14])[CH:5]=[N:4][CH:3]=1

参加物

6

反応物 4

HCID 222AmmoniaHCID 962WaterHCID 219799844-Methylisoquinolin-5-amineHCID 23668193Sodium Nitrite

生成物 1

HCID 219798234-Methylisoquinolin-5-ol収率 63.9%

試薬・触媒・溶媒 1

HCID 1118Sulfuric Acid溶媒

実験手順

A solution of 4-methyl-5-aminoisoquinoline (869 mg) in concentrated sulfuric acid (8 ml) was added with sodium nitrite (379 mg) with ice cooling and stirring and stirred for 0.5 hours. The reaction mixture was added with water (12 ml) and then stirred at 130° C. for 16 hours. The reaction mixture was neutralized with 28% aqueous ammonia solution and extracted with ethyl acetate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (chloroform:methanol=30:1) to obtain the title compound (559 mg).

後処理

  1. stirringstirred for 0.5 hours
  2. stirringstirred at 130° C. for 16 hours
  3. extractionextracted with ethyl acetate
  4. customthe solvent was evaporated under reduced pressure
  5. customThe residue was purified by silica gel column chromatography (chloroform:methanol=30:1)

出典と根拠

ORDレコード
ord-390a66a2058b4bf8bb6c50b5617ecc7b
出典データセット
uspto-grants-2006_08
特許番号
US07094789B2

反応ノート

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