Biphenyl → 4-Hydroxyquinoline-6-carbonitrile

HRID 1699893ノート

反応式

HRID 1699893 の反応式
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

参加物

5

反応物 3

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

生成物 1

HCID 116583514-Hydroxyquinoline-6-carbonitrile収率 90.7%

試薬・触媒・溶媒 1

HCID 8058Hexane溶媒

反応条件

温度
250 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-eb4e478025e747f0bf065ddb1a5809e9
出典データセット
uspto-grants-2002_02
特許番号
US06348474B1

反応ノート

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