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1-(3-Fluorophenyl)-3,4-dihydroisoquinoline → 1-(3-Fluorophenyl)isoquinoline

HRID 84133
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인쇄 미리보기

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HRID 84133 반응식
[F:1][C:2]1[CH:3]=[C:4]([C:8]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[CH2:11][CH2:10][N:9]=2)[CH:5]=[CH:6][CH:7]=1>ClC1C=CC=CC=1Cl.[Mn]>[F:1][C:2]1[CH:3]=[C:4]([C:8]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[CH:11]=[CH:10][N:9]=2)[CH:5]=[CH:6][CH:7]=1
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참가 물질

4

반응물 1

HCID 149989031-(3-Fluorophenyl)-3,4-dihydroisoquinoline

생성물 1

HCID 111836691-(3-Fluorophenyl)isoquinoline수율 100.2%

시약·촉매·용매 2

HCID 23930Manganese촉매HCID 72391,2-Dichlorobenzene용매

반응 조건

온도
165 °C

실험 절차

266.41 g (1.183 mol) of 1-(3-fluorophenyl)-3,4-dihydroisoquinoline were dissolved in 1500 ml of o-dichlorobenzene and admixed with 901.2 g (10.37 mol, 8.7 eq.) of manganese. The mixture was stirred at 160-170° C. for 16 h. Subsequently, the reaction solution was filtered through Celite which was rinsed with dichloromethane/ethanol (25:1). Subsequently, the solvent was distilled off under reduced pressure. 264.74 g of a crystalline solid with 99% purity were obtained, corresponding to 99% of theory.

후처리

  1. filtrationSubsequently, the reaction solution was filtered through Celite which
  2. washwas rinsed with dichloromethane/ethanol (25:1)
  3. distillationSubsequently, the solvent was distilled off under reduced pressure

출처 및 근거

ORD 기록
ord-074b9979916f4467bfc2ab558275b767
출처 데이터셋
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08846920B2

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