Potassium Phosphate, Tribasic → 4-Benz[a]anthracen-4-ylbenzaldehyde

HRID 877298ノート

反応式

HRID 877298 の反応式
C1(C)C=CC=CC=1P(C1C=CC=CC=1C)C1C=CC=CC=1C.[CH:23]([C:25]1[CH:30]=[CH:29][C:28](B(O)O)=[CH:27][CH:26]=1)=[O:24].Br[C:35]1[C:40]2=[CH:41][CH:42]=[C:43]3[C:52]([CH:51]=[C:50]4[C:45]([CH:46]=[CH:47][CH:48]=[CH:49]4)=[CH:44]3)=[C:39]2[CH:38]=[CH:37][CH:36]=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>[CH:38]1[C:39]2=[C:52]3[C:43](=[CH:42][CH:41]=[C:40]2[C:35]([C:28]2[CH:29]=[CH:30][C:25]([CH:23]=[O:24])=[CH:26][CH:27]=2)=[CH:36][CH:37]=1)[CH:44]=[C:45]1[C:50]([CH:49]=[CH:48][CH:47]=[CH:46]1)=[CH:51]3

参加物

9

反応物 4

HCID 62657Potassium Phosphate, TribasicHCID 80271Tri-o-tolylphosphineHCID 182324Benz(a)anthracene, 4-bromo-HCID 5910734-Formylphenylboronic Acid

生成物 1

HCID 594126624-Benz[a]anthracen-4-ylbenzaldehyde

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

14 g (7.9 mmol) of tri-o-tolylphosphine and then 300 mg (1.3 mmol) of palladium(II) acetate are added to a well-stirred suspension of 50 g (333 mmol) of 4-formylphenylboronic acid, 81 g (266 mmol) of 4-bromobenz[a]anthracene and 118 g (558 mmol) of tripotassium phosphate in a mixture of 500 ml of toluene, 500 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. Yield: 49.7 g (149 mmol), 56%.

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

出典と根拠

ORDレコード
ord-d5cc62a83187442482c67e56821c102a
出典データセット
uspto-grants-2015_03
特許番号
US08986852B2

反応ノート

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