2,3-Dimethylanisole → 2-Methoxy-6-methylbenzaldehyde

HRID 2036042노트

반응식

HRID 2036042 반응식
S1(OS(=O)(=O)OOOO1)(=O)=O.[K].[CH3:13][C:14]1[C:19]([CH3:20])=[CH:18][CH:17]=[CH:16][C:15]=1[O:21][CH3:22].C(OCC)(=[O:25])C.CCCCCC>O.C(#N)C.O.O.O.O.O.S([O-])([O-])(=O)=O.[Cu+2]>[CH3:22][O:21][C:15]1[CH:16]=[CH:17][CH:18]=[C:19]([CH3:20])[C:14]=1[CH:13]=[O:25]

참가 물질

6

반응물 3

HCID 762692,3-DimethylanisoleHCID 21226206Ethyl acetate hexaneHCID 86652980Potassium peroxy disulphate

생성물 1

HCID 6402382-Methoxy-6-methylbenzaldehyde수율 44.2%

시약·촉매·용매 2

HCID 24463Copper sulfate pentahydrate촉매HCID 18373917Acetonitrile--water (1/1)용매

실험 절차

Potassium peroxy disulphate (89.31 g, 0.33 mol) and copper (II) sulphate pentahydrate (27.22 g, 0.11 mol) was added to a solution of 2,3-dimethylanisole (15 g, 0.11 mol) in acetonitrile water mixture (750 ml, 1:1). The reaction mixture was stirred for 15 min at reflux until no starting material remained as judged by TLC (Thin Layer Chromatography). On cooling the reaction mixture to room temperature, the product was extracted into dichloromethane (2×225 ml). The organic layer was washed with water (2×100 ml) and brine solution (100 ml). The organic layer was dried over sodium sulfate and concentrated under reduced pressure to give the crude product. Column chromatography using 4/96 ethyl acetate/hexane yielded 2-Methoxy-6-methylbenzaldehyde (7.32 g, 44.2%).

후처리

  1. temperatureat reflux until no starting material
  2. extractionthe product was extracted into dichloromethane (2×225 ml)
  3. washThe organic layer was washed with water (2×100 ml) and brine solution (100 ml)
  4. dry with materialThe organic layer was dried over sodium sulfate
  5. concentrationconcentrated under reduced pressure
  6. customto give the crude product

출처 및 근거

ORD 기록
ord-2d879bee0a704ed7b2f08809380094d4
출처 데이터셋
uspto-grants-2013_11
특허 번호
US08575161B2

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