Potassium Phosphate, Tribasic → 9-Biphenyl-2-ylbenzo[4,5]imidazo[2,1-a]isoquinoline

HRID 519421

反応式

HRID 519421 の反応式
C1(C)C=CC=CC=1P(C1C=CC=CC=1C)C1C=CC=CC=1C.Br[C:24]1[CH:25]=[CH:26][C:27]2[N:40]=[C:31]3[C:32]4[CH:33]=[CH:34][CH:35]=[CH:36][C:37]=4[CH:38]=[CH:39][N:30]3[C:28]=2[CH:29]=1.[C:41]1([C:50]2[CH:55]=[CH:54][CH:53]=[CH:52][CH:51]=2)[C:42](B(O)O)=[CH:43][CH:44]=[CH:45][CH:46]=1.P([O-])([O-])([O-])=O.[K+].[K+].[K+]>C1(C)C=CC=CC=1.C([O-])(=O)C.[Pd+2].C([O-])(=O)C.O.O1CCOCC1>[C:41]1([C:50]2[CH:51]=[CH:52][CH:53]=[CH:54][CH:55]=2)[CH:42]=[CH:43][CH:44]=[CH:45][C:46]=1[C:24]1[CH:25]=[CH:26][C:27]2[N:40]=[C:31]3[C:32]4[CH:33]=[CH:34][CH:35]=[CH:36][C:37]=4[CH:38]=[CH:39][N:30]3[C:28]=2[CH:29]=1

参加物

9

反応物 4

HCID 62657Potassium Phosphate, TribasicHCID 80271Tri-o-tolylphosphineHCID 4589187Biphenyl-2-boronic acidHCID 71077841HCID 71077841、化合物

生成物 1

HCID 710779309-Biphenyl-2-ylbenzo[4,5]imidazo[2,1-a]isoquinoline

試薬・触媒・溶媒 4

HCID 167845palladium(II) acetate触媒HCID 962Water溶媒HCID 1140Toluene溶媒HCID 312751,4-Dioxane溶媒

実験手順

913 mg (3 mmol) of tri-o-tolylphosphine and then 112 mg (0.5 mmol) of palladium(II) acetate are added to a vigorously stirred suspension of 14.8 g (50 mmol) of 9-bromobenzimidazo[2,1-a]isoquinoline, 9.9 g (55 mmol) of 1,1′-biphenyl-2-boronic acid and 25.5 g (120 mmol) of tri-potassium phosphate in a mixture of 300 ml of toluene, 100 ml of dioxane and 400 ml of water, and the mixture is subsequently heated under reflux for 16 h. After cooling, the precipitated solid is filtered off with suction, washed three times with 50 ml of toluene, three times with 50 ml of ethanol:water (1:1, v:v), three times with 100 ml of ethanol and finally dried. The residue is recrystallised from toluene. The yield is 17 g (45 mmol, 92%).

後処理

  1. temperaturethe mixture is subsequently heated
  2. temperatureunder reflux for 16 h
  3. temperatureAfter cooling
  4. filtrationthe precipitated solid is filtered off with suction
  5. washwashed three times with 50 ml of toluene, three times with 50 ml of ethanol:water (1:1, v:v), three times with 100 ml of ethanol
  6. customfinally dried
  7. customThe residue is recrystallised from toluene

出典と根拠

ORDレコード
ord-30f4b6e632154c02baa0cf9d66528242
出典データセット
uspto-grants-2015_08
特許番号
US09118022B2

関連ノート

読み込み中…