o-Chloranil → 8,9-Dihydrocyclopenta[def]phenanthrene

HRID 254129

반응식

HRID 254129 반응식
Br[C:2]1[CH:15]=[C:14]2[CH2:16][C:11]3[C:12]4[C:13]2=[C:4]([CH2:5][CH2:6][C:7]=4[CH:8]=[CH:9][CH:10]=3)[CH:3]=1.C1(Cl)C(Cl)=C(Cl)C(=O)C(=O)C=1Cl>C1(C)C(C)=CC=CC=1>[CH:3]1[C:4]2[CH2:5][CH2:6][C:7]3[CH:8]=[CH:9][CH:10]=[C:11]4[CH2:16][C:14]([C:13]=2[C:12]=34)=[CH:15][CH:2]=1

참가 물질

4

반응물 2

HCID 73252o-ChloranilHCID 125243632-bromo-8,9-dihydro-4H-cyclopenta[def]phenanthrene

생성물 1

HCID 6057498,9-Dihydrocyclopenta[def]phenanthrene수율 111%

시약·촉매·용매 1

HCID 7237O-Xylene용매

실험 절차

2-bromo-8,9-dihydro-4H-cyclopenta[def]phenanthrene (4.45 g, 16.4 mmol) in a 250 ml round bottom flask was dissolved with xylene, and o-chloranil (4.3 g) was added thereto at room temperature. The reaction mixture was heated and refluxed in an oil bath for 72 hours. After the reaction was terminated, the reaction solution was cooled and concentrated under a reduced pressure. The residue was purified by silica gel column chromatography (developing solvent: n-hexane) to give a compound 1 (3.5 g, 79%).

후처리

  1. additionwas added
  2. customat room temperature
  3. temperatureThe reaction mixture was heated
  4. temperaturerefluxed in an oil bath for 72 hours
  5. customAfter the reaction was terminated
  6. temperaturethe reaction solution was cooled
  7. concentrationconcentrated under a reduced pressure
  8. customThe residue was purified by silica gel column chromatography (developing solvent: n-hexane)

출처 및 근거

ORD 기록
ord-3ecb0238b0f745b2b0fe412e878b5c3c
출처 데이터셋
uspto-grants-2011_01
특허 번호
US07875367B2

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