Dimethylformamide → 2-Chlorocyclohex-1-enecarbaldehyde

HRID 557656ノート

反応式

HRID 557656 の反応式
[C:1]1(=O)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.CN([CH:11]=[O:12])C.P(Cl)(Cl)([Cl:15])=O.[OH-].[Na+]>C1(C)C=CC=CC=1.O>[Cl:15][C:1]1[CH2:6][CH2:5][CH2:4][CH2:3][C:2]=1[CH:11]=[O:12]

参加物

7

反応物 4

HCID 6228DimethylformamideHCID 7967CyclohexanoneHCID 14798Sodium HydroxideHCID 24813Phosphorus oxychloride

生成物 1

HCID 118048922-Chlorocyclohex-1-enecarbaldehyde

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 1140Toluene溶媒

実験手順

To a solution of cyclohexanone (1.34 g, 13.6 mmol) in toluene at room temperature was added DMF (1.58 mL, 20.5 mmol) and phosphorus oxychloride (1.88 mL, 20.5 mmol). The reaction was stirred overnight at room temperature, and then diluted with H2O and stirred for 30 minutes. 4N Aqueous NaOH (10 mL) was added, and the mixture was extracted with EtOAc. The combined organic layers were washed with saturated aqueous NH4Cl, dried over MgSO4, filtered, and concentrated to give the title compound.

後処理

  1. stirringstirred for 30 minutes
  2. extractionthe mixture was extracted with EtOAc
  3. washThe combined organic layers were washed with saturated aqueous NH4Cl
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-b6e46f8f6a8c46c18e1df9120f156c6b
出典データセット
uspto-grants-2011_11
特許番号
US08058300B2

反応ノート

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