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N-bromobutanimide → 2-Bromo-3-decyloxythiophene

HRID 41285
ノート
印刷プレビュー

反応式

HRID 41285 の反応式
[CH2:1]([O:11][C:12]1[CH:16]=[CH:15][S:14][CH:13]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10].[Br:17]N1C(=O)CCC1=O>C(Cl)(Cl)Cl>[Br:17][C:13]1[S:14][CH:15]=[CH:16][C:12]=1[O:11][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 67184N-bromobutanimideHCID 197606903-Decyloxythiophene

生成物 1

HCID 576532532-Bromo-3-decyloxythiophene収率 94%

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

実験手順

3-decyloxy-thiophene (5.50 g, 0.023 mol) was dissolved in CHCl3 (50 mL) under argon atmosphere. N-Bromosuccinimide (NBS) (4.09 g, 0.023 mol) was added to the solution as one portion. The mixture was reacted under argon and protected from light for 4˜8 hours at room temperature (25° C.). Afterwards it was distilled to remove CHCl3, allowed to cool to room temperature, and diluted with hexane (100 mL). The mixture was filtered and the filtrate was concentrated in vacuum. The residue was applied to silica gel, eluted with 1:9 ethyl acetate/hexane to give 6.97 g (94% yield) of light yellow liquid. Mw=319.30. Element Anal. Calcd. for C14H23BrOS: C, 52.66; H, 7.26; Br, 25.02; 0, 5.01; S, 10.04. Found: C, 52.62; H, 7.25; Br, 24.90; 0, 5.09; S, 10.04.

後処理

  1. customThe mixture was reacted under argon
  2. waitprotected from light for 4˜8 hours at room temperature
  3. custom(25° C.)
  4. distillationAfterwards it was distilled
  5. customto remove CHCl3
  6. additiondiluted with hexane (100 mL)
  7. filtrationThe mixture was filtered
  8. concentrationthe filtrate was concentrated in vacuum
  9. washeluted with 1:9 ethyl acetate/hexane
  10. customto give 6.97 g (94% yield) of light yellow liquid

出典と根拠

ORDレコード
ord-06c0e847b90741e2a045686a1e1c8f50
出典データセット
uspto-grants-2013_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08530594B2

反応ノート

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