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Chloranil → Methyl 6-(cyclohexen-4-yl)-1-(4-hydroxyphenyl)-4-oxo-1,4-dihydronicotinate

HRID 255665
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HRID 255665 반응식
[CH:1]1[CH2:6][CH2:5][CH:4]([CH:7]2[CH2:16][C:15](=[O:17])[C:10]([C:11]([O:13][CH3:14])=[O:12])=[CH:9][N:8]2[C:18]2[CH:23]=[CH:22][C:21]([OH:24])=[CH:20][CH:19]=2)[CH2:3][CH:2]=1.ClC1C(=O)C(Cl)=C(Cl)C(=O)C=1Cl>O1CCOCC1>[CH:1]1[CH2:6][CH2:5][CH:4]([C:7]2[N:8]([C:18]3[CH:23]=[CH:22][C:21]([OH:24])=[CH:20][CH:19]=3)[CH:9]=[C:10]([C:15](=[O:17])[CH:16]=2)[C:11]([O:13][CH3:14])=[O:12])[CH2:3][CH:2]=1
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참가 물질

4

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HCID 8371ChloranilHCID 14010724Methyl 6-(cyclohexen-4-yl)-1-(4-hydroxyphenyl)-4-oxo-1,4,5,6-tetrahydronicotinate

생성물 1

HCID 14010738Methyl 6-(cyclohexen-4-yl)-1-(4-hydroxyphenyl)-4-oxo-1,4-dihydronicotinate수율 70.4%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매2회

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온도
80 °C

실험 절차

In 20 ml of dioxane was dissolved 1.0 g of methyl 6-(cyclohexen-4-yl)-1-(4-hydroxyphenyl)-4-oxo-1,4,5,6-tetrahydronicotinate, and the resulting solution was heated to 80° C. To this solution was added dropwise a solution of 0.83 g of 2,3,5,6-tetrachloro-p-benzoquinone in 20 ml of dioxane at 80° C., followed by reaction at the same temperature for 1 hour. After completion of this reaction, the reaction mixture was cooled to room temperature, and the precipitated crystals were collected by filtration and washed with 50 ml of dioxane to obtain 0.7 g of methyl 6-(cyclohexene-4-yl)-1-(4-hydroxyphenyl)-4-oxo-1,4-dihydronicotinate having a melting point of 250° C. or more.

후처리

  1. customfollowed by reaction at the same temperature for 1 hour
  2. customAfter completion of this reaction
  3. temperaturethe reaction mixture was cooled to room temperature
  4. filtrationthe precipitated crystals were collected by filtration
  5. washwashed with 50 ml of dioxane

출처 및 근거

ORD 기록
ord-415cbe74a1d14afa97ec427c7083b3cd
출처 데이터셋
uspto-grants-1987_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04698352

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