2,3-Dichloro-5,6-dicyano-1,4-benzoquinone → HCID 89739681, 화합물

HRID 1521800노트

반응식

HRID 1521800 반응식
[S:1]1[C:5]([C:6](=[O:8])[CH3:7])=[CH:4][C:3]2[CH2:9][CH2:10][C:11]3[C:16]([C:2]1=2)=[CH:15][CH:14]=[C:13]([C:17](=[O:19])[CH3:18])[CH:12]=3.C(C1C(=O)C(Cl)=C(Cl)C(=O)C=1C#N)#N>C1(C)C=CC=CC=1>[S:1]1[C:5]([C:6](=[O:8])[CH3:7])=[CH:4][C:3]2[CH:9]=[CH:10][C:11]3[C:16]([C:2]1=2)=[CH:15][CH:14]=[C:13]([C:17](=[O:19])[CH3:18])[CH:12]=3

참가 물질

4

반응물 2

HCID 67752,3-Dichloro-5,6-dicyano-1,4-benzoquinoneHCID 123269771,1'-(4,5-Dihydronaphtho[1,2-b]thiene-2,7-diyl)di(ethan-1-one)

생성물 1

HCID 89739681HCID 89739681, 화합물수율 55%

시약·촉매·용매 1

HCID 1140Toluene용매

반응 조건

온도
110 °C

실험 절차

To a stirred solution of 1,1′-(4,5-dihydronaphtho[1,2-b]thiophene-2,7-diyl))diethanone (5c) (1 g, 3.7 mmol) in 30 ml of toluene, DDQ (0.84 g, 3.7 mmol) was added and the mixture was stirred at 110° C. for 60 hr. The reaction mixture was concentrated under reduced pressure, 100 ml water was added and the organics were extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulphate and concentrated under reduced pressure to obtain the crude compound which was purified by column chromatography to obtain 1,1′-(naphtho[1,2-b]thiophene-2,7-diyl)diethanone as a brown solid (10a) (0.45 g, 55%).

후처리

  1. concentrationThe reaction mixture was concentrated under reduced pressure, 100 ml water
  2. additionwas added
  3. extractionthe organics were extracted with ethyl acetate
  4. dry with materialThe organic layer was dried over anhydrous sodium sulphate
  5. concentrationconcentrated under reduced pressure
  6. customto obtain the crude compound which
  7. customwas purified by column chromatography

출처 및 근거

ORD 기록
ord-e6f76e7971904a48b97accfc62652a67
출처 데이터셋
uspto-grants-2015_07
특허 번호
US09073942B2

반응 노트

불러오는 중…