Water → 4-Chloro-2-fluoro-5-methoxybenzyl chloride

HRID 1385965노트

반응식

HRID 1385965 반응식
[Cl:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[O:9][CH3:10].CO[CH2:13][Cl:14].O>ClCCl.[Ti](Cl)(Cl)(Cl)Cl>[Cl:1][C:2]1[C:3]([O:9][CH3:10])=[CH:4][C:5]([CH2:13][Cl:14])=[C:6]([F:8])[CH:7]=1

참가 물질

6

반응물 3

HCID 962WaterHCID 7864Chloromethyl Methyl EtherHCID 27735802-Chloro-4-fluoroanisole

생성물 1

HCID 184083444-Chloro-2-fluoro-5-methoxybenzyl chloride수율 68%

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 24193Titanium Tetrachloride용매

실험 절차

17.6 g (0.11 mol) of 2-chloro-4-fluoroanisole was dissolved in a dichloromethane solution of 1N titanium tetrachloride, and 88.3 g (1.10 mol) of methoxymethyl chloride was dropwise added thereto at room temperature, followed by stirring at room temperature for 5 hours. After completion of the reaction, the reaction solution was poured into water, followed by stirring at room temperature for 2 hours, and then the aqueous phase was removed. The organic layer was dried over anhydrous magnesium sulfate, and the solvent was distilled off. Then, the obtained residue was purified by silica gel column chromatography to obtain 15.5 g (yield: 68%) of the desired product. 1H-NMR (300 MHz, CDCl3) δ value: 3.89(3H,s), 5.00(2H,s), 6.97(1H,d), 7.18(1H,d)ppm.

후처리

  1. additionwas dropwise added
  2. customat room temperature
  3. customAfter completion of the reaction
  4. stirringby stirring at room temperature for 2 hours
  5. customthe aqueous phase was removed
  6. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  7. distillationthe solvent was distilled off
  8. customThen, the obtained residue was purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-8d3cc4102c894768b026be5c372c6ed1
출처 데이터셋
uspto-grants-2001_07
특허 번호
US06265349B1

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