Triphenylene → 2-Bromotriphenylene

HRID 418030

반응식

HRID 418030 반응식
[CH:1]1[C:18]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]=2[CH:4]=[CH:3][CH:2]=1.[Br:19]Br>P(OC)(OC)(OC)=O>[Br:19][C:2]1[CH:3]=[CH:4][C:5]2[C:6]3[C:11](=[CH:10][CH:9]=[CH:8][CH:7]=3)[C:12]3[C:17](=[CH:16][CH:15]=[CH:14][CH:13]=3)[C:18]=2[CH:1]=1

참가 물질

4

반응물 2

HCID 9170TriphenyleneHCID 24408Bromine

생성물 1

HCID 183811742-Bromotriphenylene수율 69.8%

시약·촉매·용매 1

HCID 10541Trimethyl Phosphate용매2회

반응 조건

온도
80 °C

실험 절차

3.2 g (14 mmol) of triphenylene was dissolved in 60 mL of trim ethyl phosphate. To the suspension was added 2.23 g (14 mmol) of bromine in 10 mL of trim ethyl phosphate at room temperature under N2. The mixture was then heated up to 80° C. The reaction was monitored by HPLC. The reaction was quenched by pouring into ice water, then extracted with dichloromethane and washed with saturated sodium bisulfate solution. After drying with magnesium sulfate, the solvent was evaporated. The crude product was run through a short silica gel plug using dichloromethane. 3.0 g of product was obtained after drying under vacuum. The product contains triphenylene, 1-bromotriphenylene, 2-bromotriphenylene, and a mixture of dibromotriphenylene isomers.

후처리

  1. customThe reaction was quenched
  2. additionby pouring into ice water
  3. extractionextracted with dichloromethane
  4. washwashed with saturated sodium bisulfate solution
  5. dry with materialAfter drying with magnesium sulfate
  6. customthe solvent was evaporated

출처 및 근거

ORD 기록
ord-2d223c7c0a3d4672a1d68b262d5e274d
출처 데이터셋
uspto-grants-2012_01
특허 번호
US08092924B2

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