Potassium Phosphate, Tribasic → HCID 23157344、化合物

HRID 507978ノート

反応式

HRID 507978 の反応式
FC(F)(F)S(O[C:7]1[CH:15]=[CH:14][CH:13]=[C:12]2[C:8]=1[CH2:9][CH2:10][C:11]2=[O:16])(=O)=O.[CH3:19][C:20]1[CH:25]=[CH:24][CH:23]=[C:22]([CH3:26])[C:21]=1B(O)O.P([O-])([O-])([O-])=O.[K+].[K+].[K+]>C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.[Pd].[Pd].C1(P(C2CCCCC2)C2C=CC=CC=2C2C=CC=CC=2)CCCCC1.C1(C)C=CC=CC=1>[CH3:19][C:20]1[CH:25]=[CH:24][CH:23]=[C:22]([CH3:26])[C:21]=1[C:7]1[CH:15]=[CH:14][CH:13]=[C:12]2[C:8]=1[CH2:9][CH2:10][C:11]2=[O:16]

参加物

7

反応物 3

HCID 62657Potassium Phosphate, TribasicHCID 5833222,6-Dimethylphenylboronic acidHCID 218380021-Oxo-2,3-dihydro-1H-inden-4-yl trifluoromethanesulfonate

生成物 1

HCID 23157344HCID 23157344、化合物収率 85.5%

試薬・触媒・溶媒 3

HCID 27342162-(Dicyclohexylphosphino)biphenyl触媒HCID 9811564Bis(dibenzylideneacetone)palladium触媒HCID 1140Toluene溶媒

反応条件

温度
90 °C

実験手順

A mixture of 1-oxo-2,3-dihydro-1H-inden-4-yl trifluoromethanesulfonate (10.0 g, 35.7 mmol), 2,6-dimethylphenylboronic acid (6.96 g, 46.4 mmol), 2-(dicyclohexylphosphino)biphenyl (750 mg, 2.14 mmol), tris(dibenzylideneacetone)dipalladium(0) (1.31 mg, 1.43 mmol), tripotassium phosphate (15.2 g, 71.4 mmol) and toluene (200 mL) was heated under reflux under an argon atmosphere at 90° C. for 16 hr. After cooling the reaction mixture, the insoluble material was filtered off, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (5%-45% ethyl acetate/hexane) to give the title compound (7.21 g, yield 85%) as pale-yellow crystals.

後処理

  1. temperaturewas heated
  2. temperatureAfter cooling the reaction mixture
  3. filtrationthe insoluble material was filtered off
  4. concentrationthe filtrate was concentrated under reduced pressure
  5. customThe residue was purified by silica gel column chromatography (5%-45% ethyl acetate/hexane)

出典と根拠

ORDレコード
ord-abf8d35e7cc94dea9775d44c982f1409
出典データセット
uspto-grants-2010_08
特許番号
US07786165B2

反応ノート

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