Biphenyl → 4-Hydroxyquinoline-6-carbonitrile

HRID 1072873노트

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HRID 1072873 반응식
C1(C2C=CC=CC=2)C=CC=CC=1.C1(OC2C=CC=CC=2)C=CC=CC=1.[C:26]([C:28]1[CH:33]=[CH:32][C:31]([NH:34][CH:35]=[C:36]2[C:41](=[O:42])OC(C)(C)OC2=O)=[CH:30][CH:29]=1)#[N:27]>CCCCCC>[OH:42][C:41]1[C:30]2[C:31](=[CH:32][CH:33]=[C:28]([C:26]#[N:27])[CH:29]=2)[N:34]=[CH:35][CH:36]=1

참가 물질

5

반응물 3

HCID 7095BiphenylHCID 7583Diphenyl EtherHCID 116947054-(((2,2-Dimethyl-4,6-dioxo-1,3-dioxan-5-ylidene)methyl)amino)benzonitrile

생성물 1

HCID 116583514-Hydroxyquinoline-6-carbonitrile수율 90.7%

시약·촉매·용매 1

HCID 8058Hexane용매

반응 조건

온도
250 °C

실험 절차

A mixture of biphenyl (10 ml) and diphenyl ether (30 ml) was heated at 250° C. and 5-(4-cyanophenylamino)methylidene-2,2-dimethyl-1,3-dioxane-4,6-dione (3.28 g) was added thereto. The mixture was stirred for 1 hr. The reaction mixture was cooled to 80° C. while stirring and hexane (100 ml) was added. The mixture was stirred in an ice bath for 0.5 hr. The resulting solid was collected by filtration and washed with hexane to give the object compound (1.86 g) as a yellow-brown powder.

후처리

  1. temperatureThe reaction mixture was cooled to 80° C.
  2. stirringwhile stirring
  3. stirringThe mixture was stirred in an ice bath for 0.5 hr
  4. filtrationThe resulting solid was collected by filtration
  5. washwashed with hexane

출처 및 근거

ORD 기록
ord-6160073082b7493292cbb71fe5dd7b77
출처 데이터셋
uspto-grants-2005_06
특허 번호
US06911469B2

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