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

HRID 255665
ノート
印刷プレビュー

反応式

HRID 255665 の反応式
[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
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒2 回

反応条件

温度
80 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-415cbe74a1d14afa97ec427c7083b3cd
出典データセット
uspto-grants-1987_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04698352

反応ノート

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