Water → Triphenylene

HRID 1253380

反応式

HRID 1253380 の反応式
[C:1]1([C:7]2[C:8]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C([O-])([O-])=O.[K+].[K+].O>CC(N(C)C)=O.CC([O-])=O.CC([O-])=O.[Pd+2]>[CH:12]1[C:7]2[C:1]3[C:2](=[CH:3][CH:4]=[CH:5][CH:6]=3)[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[C:8]=2[CH:9]=[CH:10][CH:11]=1

参加物

6

反応物 3

HCID 962WaterHCID 6766O-TerphenylHCID 11430Potassium Carbonate

生成物 1

HCID 9170Triphenylene収率 35%

試薬・触媒・溶媒 2

HCID 167845palladium(II) acetate触媒HCID 31374Dimethylacetamide溶媒

実験手順

2.87 mmol of the o-terphenyl derivative, 0.14 mmol of Pd(OAc)2 and 5.7 mmol of K2CO3 are heated in 7 ml of DMA at 135° C. for 24 hours under a nitrogen atmosphere. The reaction mixture is cooled, treated with 5 ml of water and extracted with dichloromethane. The organic phase is dried, the solvent is removed under reduced pressure and the residue is purified by means of a short silica gel column (dichloromethane). After column chromatography (dichloromethane/hexane, 2:1), the desired triphenylene derivative (IIa) is obtained in from 35 to 40% yield.

後処理

  1. temperatureThe reaction mixture is cooled
  2. extractionextracted with dichloromethane
  3. customThe organic phase is dried
  4. customthe solvent is removed under reduced pressure
  5. customthe residue is purified by means of a short silica gel column (dichloromethane)

出典と根拠

ORDレコード
ord-bed0d9afd4144f1387089f43035b718c
出典データセット
uspto-grants-2013_06
特許番号
US08455112B2

関連ノート

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