Dimethylformamide → 2-Chlorocyclohex-1-enecarbaldehyde

HRID 557656노트

반응식

HRID 557656 반응식
[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]

참가 물질

7

반응물 4

HCID 6228DimethylformamideHCID 7967CyclohexanoneHCID 14798Sodium HydroxideHCID 24813Phosphorus oxychloride

생성물 1

HCID 118048922-Chlorocyclohex-1-enecarbaldehyde

시약·촉매·용매 2

HCID 962Water용매HCID 1140Toluene용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-b6e46f8f6a8c46c18e1df9120f156c6b
출처 데이터셋
uspto-grants-2011_11
특허 번호
US08058300B2

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