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Toluene → 5,8-Dimethyl-2-naphthaldehyde

HRID 278039
ノート
印刷プレビュー

反応式

HRID 278039 の反応式
ClC1[C:7](=[O:8])[C:6]([C:9]#N)=[C:5](C#N)[C:4](=O)C=1Cl.[C:15]1([CH3:21])[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.O1CCOC[CH2:23]1>>[CH3:21][C:15]1[CH:20]=[CH:19][C:18]([CH3:23])=[C:17]2[C:16]=1[CH:4]=[CH:5][C:6]([CH:7]=[O:8])=[CH:9]2
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 3

HCID 1140TolueneHCID 67752,3-Dichloro-5,6-dicyano-1,4-benzoquinoneHCID 312751,4-Dioxane

生成物 1

HCID 144876095,8-Dimethyl-2-naphthaldehyde

実験手順

Under nitrogen atmosphere, 20.9 g of this crude aldehyde was dissolved in 300 ml of dioxane, followed by the addition of 50.9 g of dichlorodicyanobenzo-quinone. The resulting mixture was heated under reflux for 1.5 hours and cooled to room temperature by allowing to stand. Then, 500 ml of toluene was added to the resulting mixture to thereby form a precipitate. The resulting precipitate-containing mixture was filtered and the filter cake was washed with toluene several times. The filtrate was concentrated and the resulting crude product was purified by silica gel column chromatography to give 10.3 g of the title compound as colorless crystals.

後処理

  1. temperatureThe resulting mixture was heated
  2. temperatureunder reflux for 1.5 hours
  3. customto thereby form a precipitate
  4. additionThe resulting precipitate-containing mixture
  5. filtrationwas filtered
  6. washthe filter cake was washed with toluene several times
  7. concentrationThe filtrate was concentrated
  8. customthe resulting crude product was purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-4a4533d2f441461eb30254da33fee959
出典データセット
uspto-grants-2002_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06358995B1

反応ノート

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