Water → Triphenylene

HRID 1253380

반응식

HRID 1253380 반응식
[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

참가 물질

6

반응물 3

HCID 962WaterHCID 6766O-TerphenylHCID 11430Potassium Carbonate

생성물 1

HCID 9170Triphenylene수율 35%

시약·촉매·용매 2

HCID 167845palladium(II) acetate촉매HCID 31374Dimethylacetamide용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-bed0d9afd4144f1387089f43035b718c
출처 데이터셋
uspto-grants-2013_06
특허 번호
US08455112B2

연결된 노트

불러오는 중…