Hydrochloric Acid → Ethyl 4-formyl-7-methoxybenzofuran-2-carboxylate

HRID 1057949

反応式

HRID 1057949 の反応式
[CH3:1][O:2][C:3]1[C:11]2[O:10][C:9]([C:12]([O:14][CH2:15][CH3:16])=[O:13])=[CH:8][C:7]=2[CH:6]=[CH:5][CH:4]=1.[CH3:17][O:18]C(Cl)Cl.Cl>C(Cl)Cl.[Ti](Cl)(Cl)(Cl)Cl>[CH:17]([C:6]1[C:7]2[CH:8]=[C:9]([C:12]([O:14][CH2:15][CH3:16])=[O:13])[O:10][C:11]=2[C:3]([O:2][CH3:1])=[CH:4][CH:5]=1)=[O:18]

参加物

6

反応物 3

HCID 313Hydrochloric AcidHCID 21004Methane, dichloromethoxy-HCID 521284Ethyl 7-methoxy-1-benzofuran-2-carboxylate

生成物 1

HCID 22734010Ethyl 4-formyl-7-methoxybenzofuran-2-carboxylate

試薬・触媒・溶媒 2

HCID 24193Titanium Tetrachloride触媒2 回HCID 6344Dichloromethane溶媒

実験手順

Ethyl 7-methoxybenzofuran-2-carboxylate (10 g) was dissolved in anhydrous methylene chloride (200 ml), to which were dropwise added dichloromethyl methyl ether (8.2 ml) and titanium tetrachloride (10 ml) with cooling with ice, and directly stirred for 30 minutes. After being allowed to stand for heating to the room temperature, the mixture was stirred for 1. 5 hours, to which was dropwise added an aqueous HCl (1 mol/liter) solution to decompose the remaining titanium tetrachloride. Then, this was extracted with chloroform. The organic layer was washed with an aqueous NaOH (1 mol/liter) solution and a saturated saline solution, and dried over sodium sulfate, and the solvent was evaporated. The residue was suspended in ether and taken out through filtration to obtain Compound IIcc-a (8.9 g, 79%) as colorless crystals.

後処理

  1. temperaturewith cooling with ice
  2. stirringthe mixture was stirred for 1
  3. extractionThen, this was extracted with chloroform
  4. washThe organic layer was washed with an aqueous NaOH (1 mol/liter) solution
  5. dry with materiala saturated saline solution, and dried over sodium sulfate
  6. customthe solvent was evaporated
  7. filtrationtaken out through filtration
  8. customto obtain Compound IIcc-a (8.9 g, 79%) as colorless crystals

出典と根拠

ORDレコード
ord-643d4802dde8436f8f765d99c586ddeb
出典データセット
uspto-grants-2003_02
特許番号
US06514996B2

関連ノート

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