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3,5-Dihydroxymethyl-2,6-diisopropyl-4-(4-fluorophenyl)pyridine → 2,6-Diisopropyl-4-(4-fluorophenyl)-pyridine-3,5-dicarbaldehyde

HRID 1073108
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HRID 1073108 반응식
[Cr](Cl)([O-])(=O)=O.[NH+]1C=CC=CC=1.[OH:12][CH2:13][C:14]1[C:15]([CH:32]([CH3:34])[CH3:33])=[N:16][C:17]([CH:29]([CH3:31])[CH3:30])=[C:18]([CH2:27][OH:28])[C:19]=1[C:20]1[CH:25]=[CH:24][C:23]([F:26])=[CH:22][CH:21]=1>C(Cl)Cl>[CH:32]([C:15]1[C:14]([CH:13]=[O:12])=[C:19]([C:20]2[CH:25]=[CH:24][C:23]([F:26])=[CH:22][CH:21]=2)[C:18]([CH:27]=[O:28])=[C:17]([CH:29]([CH3:31])[CH3:30])[N:16]=1)([CH3:34])[CH3:33]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 159242263,5-Dihydroxymethyl-2,6-diisopropyl-4-(4-fluorophenyl)pyridineHCID 178418287HCID 178418287, 화합물

생성물 1

HCID 159242272,6-Diisopropyl-4-(4-fluorophenyl)-pyridine-3,5-dicarbaldehyde

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

10.3 g (48 mmol) of pyridinium chlorochromate and 4.9 g (48 mmol) of neutral alumina are added to a solution of 3.8 g (12 mmol) of the compound from Example 4 in 100 ml of methylene chloride p.a. and the mixture is stirred for 1 h at room temperature. The mixture is filtered over kieselgur with suction and washed with 300 ml of methylene chloride. The methylene chloride phase is concentrated in vacuo and the residue is chromatographed on a column (150 g of silica gel 70-230 mesh, φ3.5 cm, using ethyl acetate/petroleum ether 2:8).

후처리

  1. filtrationThe mixture is filtered over kieselgur with suction
  2. washwashed with 300 ml of methylene chloride
  3. concentrationThe methylene chloride phase is concentrated in vacuo
  4. customthe residue is chromatographed on a column (150 g of silica gel 70-230 mesh, φ3.5 cm, using ethyl acetate/petroleum ether 2:8)

출처 및 근거

ORD 기록
ord-7037bebd4b634e4bbf0863e667db8ef0
출처 데이터셋
uspto-grants-1990_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04968689

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