Sulfuric Acid → 5,7-Di-tert-butyl-1H-indole-2,3-dione

HRID 747379ノート

反応式

HRID 747379 の反応式
[C:1]([C:5]1[CH:10]=[C:9]([C:11]([CH3:14])([CH3:13])[CH3:12])[CH:8]=[CH:7][C:6]=1[NH:15][C:16](=[O:20])/[CH:17]=N/O)([CH3:4])([CH3:3])[CH3:2].S(=O)(=O)(O)[OH:22]>>[C:11]([C:9]1[CH:8]=[C:7]2[C:6](=[C:5]([C:1]([CH3:4])([CH3:3])[CH3:2])[CH:10]=1)[NH:15][C:16](=[O:20])[C:17]2=[O:22])([CH3:14])([CH3:13])[CH3:12]

参加物

3

反応物 2

HCID 1118Sulfuric AcidHCID 87441566HCID 87441566、化合物

生成物 1

HCID 684075765,7-Di-tert-butyl-1H-indole-2,3-dione収率 42%

反応条件

温度
0 °C

実験手順

N-(2,4-Di-tert-butyl-phenyl)-2-[(E)-hydroxyimino]-acetamide (500 mg, 1.7 mmol) in concentrated sulfuric acid (3.8 mL) was heated at 90° C. for 2 h. This solution was cooled at 0° C. and slowly added to ice-water (15 mL), the brown precipitate was filtered off and purified by chromathography on silica gel with a gradient of 0% to 25% of ethyl acetate in heptane to afford 200 mg (42%) of an orange powder. MS: m/z=259 (M).

後処理

  1. filtrationthe brown precipitate was filtered off
  2. custompurified by chromathography on silica gel with a gradient of 0% to 25% of ethyl acetate in heptane

出典と根拠

ORDレコード
ord-ebdd378c7d0f457cafefcd4abd262789
出典データセット
uspto-grants-2008_07
特許番号
US07396853B2

反応ノート

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