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

HRID 371655노트

반응식

HRID 371655 반응식
[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]

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 23994Zinc촉매HCID 702Ethanol용매

실험 절차

A mixture of 17.0g (0.0637 mole) 1-(3-hydroxy-1-methyl-1H-indol-2-yl)-2-(methylsulfonyl) ethanone, 21.0g (0.32 mole) zinc dust, 40ml glacial acetic acid and 80ml 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 150ml and 50ml 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°.

후처리

  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 150ml and 50ml 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°

출처 및 근거

ORD 기록
ord-31b504d9f2d74e08ba108d4519672e7d
출처 데이터셋
uspto-grants-1978_05
특허 번호
US04087443

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