Acetic Acid → 1-(3-hydroxy-1-methyl-1H-indol-2-yl)ethanone

HRID 436861ノート

反応式

HRID 436861 の反応式
[OH:1][C:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[N:4]([CH3:11])[C:3]=1[C:12](=[O:18])[CH2:13]S(C)(=O)=O.C(O)(=O)C>[Zn].C(O)C>[CH3:13][C:12]([C:3]1[N:4]([CH3:11])[C:5]2[C:10]([C:2]=1[OH:1])=[CH:9][CH:8]=[CH:7][CH:6]=2)=[O:18]

参加物

5

反応物 2

HCID 176Acetic AcidHCID 125113181-(3-hydroxy-1-methyl-1H-indol-2-yl)-2-(methylsulfonyl)ethanone

生成物 1

HCID 47121911-(3-hydroxy-1-methyl-1H-indol-2-yl)ethanone

試薬・触媒・溶媒 2

HCID 23994Zinc触媒HCID 702Ethanol溶媒

実験手順

A mixture of 17.0 g (0.0637 mole) 1-(3-hydroxy-1-methyl-1H-indol-2-yl)-2-(methylsulfonyl) ethanone, 21.0 g (0.32 mole) zinc dust, 40 ml glacial acetic acid and 80 ml ab. ethanol was stirred vigorously and heated at 45°-50° for 1 hour. After stirring an additional hour at room temperature, the mixture was filtered through diatomaceous earth and the filter cake washed several times with fresh ethanol. The combined filtrates were condensed to 150 ml and 50 ml of hot water was added. Cooling yielded a green solid which was filtered, washed with cold water and recrystallized from 70% aqueous methanol to yield green needles of mpt. 119°-121°.

後処理

  1. temperatureheated at 45°-50° for 1 hour
  2. filtrationthe mixture was filtered through diatomaceous earth
  3. washthe filter cake washed several times with fresh ethanol
  4. customcondensed to 150 ml and 50 ml of hot water
  5. additionwas added
  6. temperatureCooling
  7. customyielded a green solid which
  8. filtrationwas filtered
  9. washwashed with cold water
  10. customrecrystallized from 70% aqueous methanol
  11. customto yield green needles of mpt
  12. custom119°-121°

出典と根拠

ORDレコード
ord-78b4ad755a9e4e03a43fc4219ffaa9a4
出典データセット
uspto-grants-1977_06
特許番号
US04028383

反応ノート

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