Dimethylformamide → 5-Hexylthiophene-2-carboxaldehyde

HRID 425248ノート

反応式

HRID 425248 の反応式
C([Li])CCC.[CH2:6]1[CH2:10][O:9][CH2:8][CH2:7]1.[CH2:11]([C:17]1[S:18]C=CC=1)[CH2:12][CH2:13][CH2:14][CH2:15][CH3:16].CN(C=O)C>[Cl-].[NH4+]>[CH2:11]([C:17]1[S:18][C:6]([CH:10]=[O:9])=[CH:7][CH:8]=1)[CH2:12][CH2:13][CH2:14][CH2:15][CH3:16]

参加物

6

反応物 4

HCID 6228DimethylformamideHCID 8028TetrahydrofuranHCID 877932-HexylthiopheneHCID 178418339Butyllithium

生成物 1

HCID 114696515-Hexylthiophene-2-carboxaldehyde

試薬・触媒・溶媒 1

HCID 25517Ammonium Chloride溶媒

実験手順

Under a nitrogen atmosphere at 0° C., 24 ml of n-butyllithium (1.6M in hexane) were added by dripping to a THF solution containing 2-hexylthiophene (5 g). The solution was then stirred for another 15 minutes and, after adding DMF (5 ml), set to room temperature. The resulting solution was then poured into a IN ammonium chloride solution and extracted with methylene chloride. An organic layer was washed with water and dried with anhydrous magnesium sulfate. A crude product was collected by removing the solvent and then purified by a column chromatograph (carrier: silicon dioxide; eluate: hexane/methylene chloride-4/1 (volume ratio)) to obtain 4.6 g of a product.

後処理

  1. customset to room temperature
  2. extractionextracted with methylene chloride
  3. washAn organic layer was washed with water
  4. dry with materialdried with anhydrous magnesium sulfate
  5. customA crude product was collected
  6. customby removing the solvent
  7. custompurified by a column chromatograph (carrier: silicon dioxide; eluate: hexane/methylene chloride-4/1 (volume ratio))

出典と根拠

ORDレコード
ord-f9a17fe1eb6143a68959b58f958d2121
出典データセット
uspto-grants-2012_01
特許番号
US08106198B2

反応ノート

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