2,3-Dichloro-5,6-dicyano-1,4-benzoquinone → 1,2,3,4,6,11-Hexapropylnaphthacene

HRID 600143

반응식

HRID 600143 반응식
[CH2:1]([C:4]1[C:21]2[CH2:20][C:19]3[C:10](=[C:11]([CH2:25][CH2:26][CH3:27])[C:12]4[C:17]([C:18]=3[CH2:22][CH2:23][CH3:24])=[CH:16][CH:15]=[CH:14][CH:13]=4)[CH2:9][C:8]=2[C:7]([CH2:28][CH2:29][CH3:30])=[C:6]([CH2:31][CH2:32][CH3:33])[C:5]=1[CH2:34][CH2:35][CH3:36])[CH2:2][CH3:3].ClC1C(=O)C(C#N)=C(C#N)C(=O)C=1Cl>O1CCOCC1>[CH2:28]([C:7]1[C:8]2[C:21](=[CH:20][C:19]3[C:10]([CH:9]=2)=[C:11]([CH2:25][CH2:26][CH3:27])[C:12]2[C:17](=[CH:16][CH:15]=[CH:14][CH:13]=2)[C:18]=3[CH2:22][CH2:23][CH3:24])[C:4]([CH2:1][CH2:2][CH3:3])=[C:5]([CH2:34][CH2:35][CH3:36])[C:6]=1[CH2:31][CH2:32][CH3:33])[CH2:29][CH3:30]

참가 물질

4

반응물 2

HCID 67752,3-Dichloro-5,6-dicyano-1,4-benzoquinoneHCID 178395091,2,3,4,6,11-Hexapropyl-5,12-dihydrotetracene

생성물 1

HCID 230670861,2,3,4,6,11-Hexapropylnaphthacene수율 36%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

5,12-Dihydro-1,2,3,4,6,11-hexapropylnaphthacene (0.503 g, 1.04 mmol), 2,3-dichloro-5,6-dicyanobenzoquinone (0.260 g, 1.14 mmol) and 1,4-dioxane (3 ml) were charged in a reactor. The mixture was refluxed for 24 hours. After cooling, the precipitates were removed by filtration. The solvent in the mixture was removed in vacuum followed by recrystallization from chloroform/methanol. The orange red title compound (0.112 g) was obtained. The NMR yield was 36% and the isolation yield was 22%.

후처리

  1. temperatureThe mixture was refluxed for 24 hours
  2. temperatureAfter cooling
  3. customthe precipitates were removed by filtration
  4. customThe solvent in the mixture was removed in vacuum
  5. customfollowed by recrystallization from chloroform/methanol

출처 및 근거

ORD 기록
ord-5b21c6cd30d14b6eabb6f23e4e444a11
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07901594B2

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