Bromine → 5-Bromo-2,3-bis(4-fluorophenyl)thiophene

HRID 280579ノート

反応式

HRID 280579 の反応式
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[S:9][CH:10]=[CH:11][C:12]=2[C:13]2[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=2)=[CH:4][CH:3]=1.[Br:20]Br>C(Cl)Cl.C(O)(=O)C>[Br:20][C:10]1[S:9][C:8]([C:5]2[CH:6]=[CH:7][C:2]([F:1])=[CH:3][CH:4]=2)=[C:12]([C:13]2[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=2)[CH:11]=1

参加物

5

反応物 2

HCID 24408BromineHCID 119758142,3-Bis(4-fluorophenyl)thiophene

生成物 1

HCID 131272535-Bromo-2,3-bis(4-fluorophenyl)thiophene収率 83.7%

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 6344Dichloromethane溶媒

実験手順

A solution of 2,3-bis(4-fluorophenyl)thiophene (13.6 g, 50 mmole) in 120 ml methylene chloride and 150 ml acetic acid was cooled to ~5° and treated with bromine (2.8 ml, 55 mmole). After 4 hours, the reaction mixture was concentrated in vacuo. The residue was dissolved in ethyl acetate and washed with saturated aqueous sodium bicarbonate and brine, dried and concentrated in vacuo. Recrystallization from ethanol gave the title compound (14.7 g), m.p. 91°-93°.

後処理

  1. concentrationthe reaction mixture was concentrated in vacuo
  2. dissolutionThe residue was dissolved in ethyl acetate
  3. washwashed with saturated aqueous sodium bicarbonate and brine
  4. customdried
  5. concentrationconcentrated in vacuo
  6. customRecrystallization from ethanol

出典と根拠

ORDレコード
ord-977e61b7fa6042b49ca1e0a225e3f856
出典データセット
uspto-grants-1986_05
特許番号
US04590205

反応ノート

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