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Dimethylformamide → 2-Methoxymethyloxy-4,5,6-trimethoxybenzaldehyde

HRID 248556
ノート
印刷プレビュー

反応式

HRID 248556 の反応式
[CH3:1][O:2][CH2:3][O:4][C:5]1(O)[CH:10]=[C:9]([O:11][CH3:12])[C:8]([O:13][CH3:14])=[C:7]([O:15][CH3:16])[CH2:6]1.C([Li])CCC.CN([CH:26]=[O:27])C>CCOCC>[CH3:1][O:2][CH2:3][O:4][C:5]1[CH:10]=[C:9]([O:11][CH3:12])[C:8]([O:13][CH3:14])=[C:7]([O:15][CH3:16])[C:6]=1[CH:26]=[O:27]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 6228DimethylformamideHCID 677585271-Methoxymethyloxy-3,4,5-trimethoxyphenolHCID 178418339Butyllithium

生成物 1

HCID 200957082-Methoxymethyloxy-4,5,6-trimethoxybenzaldehyde

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

実験手順

30.4 g of 1-methoxymethyloxy-3,4,5-trimethoxyphenol prepared in Referential Example 10 was dissolved in 250 ml of anhydrous ether, and 100 ml of n-butyllithium (1.6 M n-hexane solution) was dropwise added thereto at -20° C. After the completion of the dropwise addition, the mixture was stirred at room temperature for 2 hr, and 14.6 ml of DMF was added thereto. 100 ml of ice water was added thereto, and the mixture was extracted with ethyl acetate. The organic phase was washed with water and dried over anhydrous magnesium sulfate, and the solvent was distilled off. The residue was purified by silica gel column chromatography (eluent; n-hexane ethyl acetate=6 : 4) to prepare 25.5 g of the product compound as a light yellow oleaginous substance.

後処理

  1. customat -20° C
  2. additionAfter the completion of the dropwise addition
  3. extractionthe mixture was extracted with ethyl acetate
  4. washThe organic phase was washed with water
  5. dry with materialdried over anhydrous magnesium sulfate
  6. distillationthe solvent was distilled off
  7. customThe residue was purified by silica gel column chromatography (eluent; n-hexane ethyl acetate=6 : 4)
  8. customto prepare 25.5 g of the product compound as a light yellow oleaginous substance

出典と根拠

ORDレコード
ord-6239c4899b33416ab49267d3315a3347
出典データセット
uspto-grants-1993_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05210239

反応ノート

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