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 1065515

반응식

HRID 1065515 반응식
[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]

참가 물질

4

반응물 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

생성물 1

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

시약·촉매·용매 1

HCID 241Benzene용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-12bd1b0effee4cf0829248df53dc2090
출처 데이터셋
uspto-grants-1982_05
특허 번호
US04329465

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