2,5-Dimethylthiophene → 2,5-Dimethylthiophene-3-carbaldehyde

HRID 1045044

反応式

HRID 1045044 の反応式
O=P(Cl)(Cl)Cl.[CH3:6][C:7]1[S:8][C:9]([CH3:12])=[CH:10][CH:11]=1.[C:13]([O-])(=[O:15])C.[Na+]>CN(C=O)C>[CH3:6][C:7]1[S:8][C:9]([CH3:12])=[CH:10][C:11]=1[CH:13]=[O:15]

参加物

5

反応物 3

HCID 125142,5-DimethylthiopheneHCID 24813Phosphorus oxychlorideHCID 517045Sodium Acetate

生成物 1

HCID 27627592,5-Dimethylthiophene-3-carbaldehyde

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To DMF (100 mL) stirred in an ice bath was added POCl3 (25 mL) drop wise followed by the addition of 2,5-dimethyl-thiophene (5 mL). The solution was warmed to room temperature and then was heated at 80° C. overnight. The reaction was cooled to room temperature and was slowly added to ice. Sodium acetate was added to bring the pH to between 5 and 6. The aqueous portion was extracted with ethyl acetate, and the organic portion was dried over sodium sulfate, concentrated under reduced pressure and purified on a silica gel column (eluent: 10:1:hexanes:EtOAc→4:1:hexanes:EtOAc to yield 2,5-dimethyl-thiophene-3-carboxaldehyde (1.5 g).

後処理

  1. temperaturewas heated at 80° C. overnight
  2. temperatureThe reaction was cooled to room temperature
  3. additionwas slowly added to ice
  4. extractionThe aqueous portion was extracted with ethyl acetate
  5. dry with materialthe organic portion was dried over sodium sulfate
  6. concentrationconcentrated under reduced pressure
  7. custompurified on a silica gel column (eluent

出典と根拠

ORDレコード
ord-442415df1ea74f20aaaf2ca30bc9512b
出典データセット
uspto-grants-2013_10
特許番号
US08563742B2

関連ノート

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