Phosphorus oxychloride → 2,5-Dimethoxy-4-methylbenzaldehyde

HRID 493193

反応式

HRID 493193 の反応式
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([O:9][CH3:10])=[CH:5][C:4]=1[CH3:11].O=P(Cl)(Cl)Cl.CN(C1C=CC=CC=1)[CH:19]=[O:20]>>[CH3:10][O:9][C:6]1[CH:5]=[C:4]([CH3:11])[C:3]([O:2][CH3:1])=[CH:8][C:7]=1[CH:19]=[O:20]

参加物

4

反応物 3

HCID 24813Phosphorus oxychlorideHCID 66737N-MethylformanilideHCID 905522,5-Dimethoxytoluene

生成物 1

HCID 6020192,5-Dimethoxy-4-methylbenzaldehyde

実験手順

To a solution of 2,5-dimethoxytoluene (4.66 g, 30.6 mmol) in 60 mL of N-methyl-N-phenyl-formamide was added at 0° C. POCl3 (8.41 mL, 3 eq.), and the mixture was heated for 60 Min. to 80° C. After cooling, the reaction mixture was poured onto crashed ice, twofold extracted with AcOEt, washed with water, dried over sodium sulfate, and evaporated to dryness. Flash chromatography (SiO2, hexane/AcOEt=9/1) afforded 4.153 g of the title compound as off-white solid.

後処理

  1. customto 80° C
  2. temperatureAfter cooling
  3. additionthe reaction mixture was poured
  4. extractiontwofold extracted with AcOEt
  5. washwashed with water
  6. dry with materialdried over sodium sulfate
  7. customevaporated to dryness

出典と根拠

ORDレコード
ord-fd48ddd0fdfa42f486351990e9793359
出典データセット
uspto-grants-2009_05
特許番号
US07534788B2

関連ノート

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