Sodium Iodide → 2-Hydroxy-5-methoxy-4-methylbenzaldehyde

HRID 493194

반응식

HRID 493194 반응식
C[O:2][C:3]1[CH:10]=[C:9]([CH3:11])[C:8]([O:12][CH3:13])=[CH:7][C:4]=1[CH:5]=[O:6].[I-].[Na+].[Al+3].[Cl-].[Cl-].[Cl-]>C(#N)C>[OH:2][C:3]1[CH:10]=[C:9]([CH3:11])[C:8]([O:12][CH3:13])=[CH:7][C:4]=1[CH:5]=[O:6]

참가 물질

5

반응물 3

HCID 5238Sodium IodideHCID 6020192,5-Dimethoxy-4-methylbenzaldehydeHCID 6451240Aluminum(III) Chloride

생성물 1

HCID 71720502-Hydroxy-5-methoxy-4-methylbenzaldehyde수율 99.4%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

The above prepared 2,5-Dimethoxy-4-methyl-benzaldehyde (4.153 g, 23 mmol) was dissolved in 115 mL of acetonitrile and treated successively with sodium iodide (5.18 g, 1.5 eq.) and AlCl3 (3.07 g, 1.0 eq.), and the mixture kept at 80° C. for 1 h. Cooling, pouring onto crashed ice, twofold extraction with AcOEt, washing with water, drying over sodium sulfate, and evaporation of the solvents, followed by flash chromatography (SiO2, hexane/AcOEt=9/1), gave 3.80 g of the title compound as off-white solid.

후처리

  1. temperatureCooling
  2. additionpouring
  3. extractionice, twofold extraction with AcOEt
  4. washwashing with water
  5. dry with materialdrying over sodium sulfate, and evaporation of the solvents

출처 및 근거

ORD 기록
ord-2522439a096745f99ad53a531b4680c5
출처 데이터셋
uspto-grants-2009_05
특허 번호
US07534788B2

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