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Water → HCID 67257850、化合物

HRID 2371054
ノート
印刷プレビュー

反応式

HRID 2371054 の反応式
[Br:1][C:2]1[S:3][C:4]([Br:13])=[CH:5][C:6]=1[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.[Li+].[CH3:15][CH:16]([N-]C(C)C)C.O1CC1.O>C1COCC1>[Br:13][C:4]1[S:3][C:2]([Br:1])=[C:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[C:5]=1[CH2:15][CH3:16]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 962WaterHCID 6354Ethylene OxideHCID 2724682Lithium diisopropylamideHCID 45712422,5-Dibromo-3-phenylthiophene

生成物 1

HCID 67257850HCID 67257850、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
-65 °C

実験手順

To a solution of 2,5-dibromo-3-phenylthiophene (2.54 g, 8.0 mmol) in dry THF (30 mL) at −65° C. was added LDA (8.8 mmol) dropwise. After stirring for 30 min at −65° C., oxirane (20.0 mmol) was added and the reaction was stirred for 2 h. The reaction mixture was then warmed to room temperature and water was added. The resulting mixture was extracted with EtOAc (3×100 mL), washed with brine, and dried over anhydrous Na2SO4. After filtration and concentration, the crude product was purified by column chromatography to give the title compound.

後処理

  1. stirringthe reaction was stirred for 2 h
  2. temperatureThe reaction mixture was then warmed to room temperature
  3. extractionThe resulting mixture was extracted with EtOAc (3×100 mL)
  4. washwashed with brine
  5. dry with materialdried over anhydrous Na2SO4
  6. filtrationAfter filtration and concentration
  7. customthe crude product was purified by column chromatography

出典と根拠

ORDレコード
ord-39eb8b49baed460d91e9b42f5f840ba0
出典データセット
uspto-grants-2014_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08710245B2

反応ノート

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