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

HRID 493194ノート

反応式

HRID 493194 の反応式
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]

参加物

5

反応物 3

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

生成物 1

HCID 71720502-Hydroxy-5-methoxy-4-methylbenzaldehyde収率 99.4%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-2522439a096745f99ad53a531b4680c5
出典データセット
uspto-grants-2009_05
特許番号
US07534788B2

反応ノート

読み込み中…