Methane, dichloromethoxy- → 2-Fluoro-4,5-dimethoxybenzaldehyde

HRID 6897

반응식

HRID 6897 반응식
[F:1][C:2]1[CH:3]=[C:4]([O:10][CH3:11])[C:5]([O:8][CH3:9])=[CH:6][CH:7]=1.[CH3:12][O:13]C(Cl)Cl>C(Cl)Cl.[Ti](Cl)(Cl)(Cl)Cl>[CH3:11][O:10][C:4]1[C:5]([O:8][CH3:9])=[CH:6][C:7]([CH:12]=[O:13])=[C:2]([F:1])[CH:3]=1

참가 물질

5

반응물 2

HCID 21004Methane, dichloromethoxy-HCID 5936404-Fluoro-1,2-dimethoxybenzene

생성물 1

HCID 6035952-Fluoro-4,5-dimethoxybenzaldehyde

시약·촉매·용매 2

HCID 24193Titanium Tetrachloride촉매HCID 6344Dichloromethane용매

반응 조건

온도
0 °C

실험 절차

In a flame-dried, round-bottomed flask fitted with a magnetic stirrer and N2 inlet was placed 4-fluoroveratrole (0.78 g, 5.0 mmol, Aldrich Chemical Co.) in 20 ml of anhydrous CH2Cl2. After cooling to 0° C., titanium (IV) chloride (0.91 ml, 1.57 g, 8.3 mmol) was added, followed after 10 min. by a,a-dichloromethyl methyl ether (0.45 ml, 0.575 g, 5.0 mmol). The mixture was allowed to warm to room temperature and after 2 hr it was quenched with an excess of aqueous saturated NaHCO3. The suspension was filtered through a pad of d.e. (diatomaceous earth), the aqueous phase was extracted with additional amounts of CH2Cl2 and the organic phases were combined and washed with water followed by saturated aqueous NaCl. After drying with MgSO4, the organic solvent was removed in vacuo to give the title compound as a white solid, 910 mg.

후처리

  1. customIn a flame-dried, round-bottomed flask fitted with a magnetic stirrer and N2 inlet
  2. temperatureto warm to room temperature and after 2 hr it
  3. customwas quenched with an excess of aqueous saturated NaHCO3
  4. filtrationThe suspension was filtered through a pad of d.e
  5. extraction(diatomaceous earth), the aqueous phase was extracted with additional amounts of CH2Cl2
  6. washwashed with water
  7. dry with materialAfter drying with MgSO4
  8. customthe organic solvent was removed in vacuo

출처 및 근거

ORD 기록
ord-cea5963e61c54fcea99b57a43cf1be79
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07084165B2

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