2-Chloroanthracene → 2-Phenylanthracene

HRID 221178

反応式

HRID 221178 の反応式
Cl[C:2]1[CH:15]=[CH:14][C:13]2[C:4](=[CH:5][C:6]3[C:11]([CH:12]=2)=[CH:10][CH:9]=[CH:8][CH:7]=3)[CH:3]=1.[C:16]1(B(O)O)[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.P([O-])([O-])([O-])=O.[K+].[K+].[K+]>C1(P(C2CCCCC2)C2CCCCC2)CCCCC1.C1(C)C=CC=CC=1>[C:16]1([C:2]2[CH:15]=[CH:14][C:13]3[C:4](=[CH:5][C:6]4[C:11]([CH:12]=3)=[CH:10][CH:9]=[CH:8][CH:7]=4)[CH:3]=2)[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

参加物

6

反応物 3

HCID 283082-ChloroanthraceneHCID 62657Potassium Phosphate, TribasicHCID 66827Phenylboronic Acid

生成物 1

HCID 5197172-Phenylanthracene収率 83.6%

試薬・触媒・溶媒 2

HCID 75806Tricyclohexylphosphine触媒HCID 1140Toluene溶媒2 回

実験手順

Into a flask, 5.00 g of 2-chloroanthracene, 4.3 g of phenylboronic acid, 538 mg of tris(dibenzylieneacetone)dipalladium(0), 494 mg of tricyclohexyl phosphine, 9.98 g of tripotassium phosphate, and 75 ml of toluene were put, and the solution was stirred at reflux temperature for 2 hours under argon atmosphere. After heating, 1.5 liter of toluene was added to the reaction liquid, the liquid was cooled to room temperature and then filtrated, and thus the filtrates were purified by silica gel column chromatography. The filtrates were concentrated in an evaporator, the concentrates were recrystallized in toluene, and thus 5.0 g of 2-phenylanthracene was obtained.

後処理

  1. temperatureat reflux temperature for 2 hours under argon atmosphere
  2. temperatureAfter heating
  3. filtrationfiltrated
  4. customthus the filtrates were purified by silica gel column chromatography
  5. concentrationThe filtrates were concentrated in an evaporator
  6. customthe concentrates were recrystallized in toluene

出典と根拠

ORDレコード
ord-7e977a05d39941088a05831005e7e0cd
出典データセット
uspto-grants-2012_06
特許番号
US08202633B2

関連ノート

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