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Ammonium Hydroxide → 2-(3,4-Dimethoxyphenyl)pyridin-3-ol

HRID 2420092
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HRID 2420092 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:13]=[CH:14][C:15]=1[O:16][CH3:17])[C:6]([C:8]1[O:9][CH:10]=[CH:11][CH:12]=1)=O.[OH-].[NH4+:19]>CO>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:6]2[C:8]([OH:9])=[CH:12][CH:11]=[CH:10][N:19]=2)[CH:13]=[CH:14][C:15]=1[O:16][CH3:17]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 14923Ammonium HydroxideHCID 8383262-(3,4-Dimethoxybenzoyl)furan

생성물 1

HCID 43013592-(3,4-Dimethoxyphenyl)pyridin-3-ol

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

2-(3,4-Dimethoxybenzoyl)furan (764.0 g, 3.28 moles, described in Example 2) is heated at 140° C in an autoclave in the presence of concentrated ammonium hydroxide (7 liters) and methanol (6 liters) for 17 hours. The mixture is cooled and concentrated to 4 liters. Methylene chloride (3 liters) is added and the mixture is extracted with 8N aqueous sodium hydroxide (500 ml). The aqueous extract is washed with methylene chloride. Ice is added to the aqueous phase followed by 6N hydrochloric acid to bring the pH between 7.5-7.0. The brown precipitate is collected, dried and milled to give the title compound, mp 150°-155° C.

후처리

  1. temperatureThe mixture is cooled
  2. concentrationconcentrated to 4 liters
  3. additionMethylene chloride (3 liters) is added
  4. extractionthe mixture is extracted with 8N aqueous sodium hydroxide (500 ml)
  5. extractionThe aqueous extract
  6. washis washed with methylene chloride
  7. additionIce is added to the aqueous phase
  8. customThe brown precipitate is collected
  9. customdried
  10. custommilled

출처 및 근거

ORD 기록
ord-93ba4bc8ea9f444aa6e77451e3d36491
출처 데이터셋
uspto-grants-1978_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04108997

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