Triphenylene → 2-Bromotriphenylene

HRID 418030

反応式

HRID 418030 の反応式
[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

参加物

4

反応物 2

HCID 9170TriphenyleneHCID 24408Bromine

生成物 1

HCID 183811742-Bromotriphenylene収率 69.8%

試薬・触媒・溶媒 1

HCID 10541Trimethyl Phosphate溶媒2 回

反応条件

温度
80 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-2d223c7c0a3d4672a1d68b262d5e274d
出典データセット
uspto-grants-2012_01
特許番号
US08092924B2

関連ノート

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