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

HRID 6897

反応式

HRID 6897 の反応式
[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

参加物

5

反応物 2

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

生成物 1

HCID 6035952-Fluoro-4,5-dimethoxybenzaldehyde

試薬・触媒・溶媒 2

HCID 24193Titanium Tetrachloride触媒HCID 6344Dichloromethane溶媒

反応条件

温度
0 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-cea5963e61c54fcea99b57a43cf1be79
出典データセット
uspto-grants-2006_08
特許番号
US07084165B2

関連ノート

読み込み中…