2,3-Dichloro-5,6-dicyano-1,4-benzoquinone → 5-(N-acetyl-N-methylamino)-12-methylene-5,6,7,12-tetrahydrodibenzo[a,d]cyclooctene

HRID 1758727

反応式

HRID 1758727 の反応式
[C:1]([N:4]([CH:6]1[C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=2[CH:11]([CH3:18])[C:10]2[CH:19]=[CH:20][CH:21]=[CH:22][C:9]=2[CH2:8][CH2:7]1)[CH3:5])(=[O:3])[CH3:2].ClC1C(=O)C(C#N)=C(C#N)C(=O)C=1Cl>C1C=CC=CC=1>[C:1]([N:4]([CH:6]1[C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=2[C:11](=[CH2:18])[C:10]2[CH:19]=[CH:20][CH:21]=[CH:22][C:9]=2[CH2:8][CH2:7]1)[CH3:5])(=[O:3])[CH3:2]

参加物

4

反応物 2

HCID 67752,3-Dichloro-5,6-dicyano-1,4-benzoquinoneHCID 125337635-(N-Acetyl-N-methylamino)-12-methyl-5,6,7,12-tetrahydrodibenzo[a,d]cyclooctene

生成物 1

HCID 125337645-(N-acetyl-N-methylamino)-12-methylene-5,6,7,12-tetrahydrodibenzo[a,d]cyclooctene

試薬・触媒・溶媒 1

HCID 241Benzene溶媒

実験手順

5-(N-Acetyl-N-methylamino)-12-methyl-5,6,7,12-tetrahydrodibenzo[a,d]cyclooctene (10.5 g., 34 mmole), dichlorodicyanobenzoquinone (9.5 g. of 98%, 41 mmole) and 750 ml. of benzene were combined and heated at reflux under nitrogen for 3.5 hours. The mixture was cooled, washed four times with 1 M sodium hydroxide solution and twice with water, dried over potassium carbonate, treated with about 0.5 g. of decolorizing carbon, filtered, and evaporated in vacuo to give 10.5 g. of brown oil.

後処理

  1. temperatureheated
  2. temperatureat reflux under nitrogen for 3.5 hours
  3. temperatureThe mixture was cooled
  4. washwashed four times with 1 M sodium hydroxide solution
  5. dry with materialtwice with water, dried over potassium carbonate
  6. additiontreated with about 0.5 g
  7. filtrationof decolorizing carbon, filtered
  8. customevaporated in vacuo
  9. customto give 10.5 g

出典と根拠

ORDレコード
ord-771b750f2e7f4924a32a9345176ba027
出典データセット
uspto-grants-1983_02
特許番号
US04374838

関連ノート

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