2,2':5',2''-Terthiophene → 2-Bromo-5-(5-thiophen-2-ylthiophen-2-yl)thiophene

HRID 1018017

反応式

HRID 1018017 の反応式
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]1[S:7][C:8]([C:11]2[S:12][CH:13]=[CH:14][CH:15]=2)=[CH:9][CH:10]=1.C1C(=O)N([Br:23])C(=O)C1>CN(C=O)C.C(Cl)Cl>[Br:23][C:13]1[S:12][C:11]([C:8]2[S:7][C:6]([C:2]3[S:1][CH:5]=[CH:4][CH:3]=3)=[CH:10][CH:9]=2)=[CH:15][CH:14]=1

参加物

5

反応物 2

HCID 650672,2':5',2''-Terthiophene2 回HCID 67184N-bromobutanimide

生成物 1

HCID 1853522-Bromo-5-(5-thiophen-2-ylthiophen-2-yl)thiophene収率 92%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 6344Dichloromethane溶媒

実験手順

Using 2,2′:5′,2″-terthiophene (7, FIG. 3): N-Bromosuccimide (3.147 mg, 17.681 mmol) were added portion in portions during 5 hours to an solution of 2,2′:5′,2″-terthiophene (4.315 g, 17.373 mmol) in 10 ml DMF at −20° C. After about 90 min, a precipitate was formed. After stirring for 14 hours at room temperature, the reaction mixture was dissolved in 300 ml CH2Cl2 and washed twice with 100 ml 1N HCl. The aqueous layers were extracted with CH2Cl2 and the organic layers were dried (MgSO4) and concentrated. Purification by FC (hexanes) gave 5.222 g (56 mmol, 92%) 5-bromo-2,2′:5′,2″-terthiophene, 92%) as yellow solid.

後処理

  1. customa precipitate was formed
  2. washwashed twice with 100 ml 1N HCl
  3. extractionThe aqueous layers were extracted with CH2Cl2
  4. dry with materialthe organic layers were dried (MgSO4)
  5. concentrationconcentrated
  6. customPurification by FC (hexanes)

出典と根拠

ORDレコード
ord-fb8f21081f5544dcb92f802efd172ed5
出典データセット
uspto-grants-2002_11
特許番号
US06479650B1

関連ノート

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