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

HRID 1057949

반응식

HRID 1057949 반응식
[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]

참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 24193Titanium Tetrachloride촉매2회HCID 6344Dichloromethane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-643d4802dde8436f8f765d99c586ddeb
출처 데이터셋
uspto-grants-2003_02
특허 번호
US06514996B2

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