Methane, dichloromethoxy- → 3-Formyl-4-methoxyphenyl methyl carbonate

HRID 709693노트

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HRID 709693 반응식
[C:1](=[O:13])([O:11][CH3:12])[O:2][C:3]1[CH:8]=[CH:7][C:6]([O:9][CH3:10])=[CH:5][CH:4]=1.Cl[CH:15](Cl)[O:16]C>ClCCl.[Ti](Cl)(Cl)(Cl)Cl>[C:1](=[O:13])([O:11][CH3:12])[O:2][C:3]1[CH:4]=[CH:5][C:6]([O:9][CH3:10])=[C:7]([CH:15]=[O:16])[CH:8]=1

참가 물질

5

반응물 2

HCID 21004Methane, dichloromethoxy-HCID 5797864-Methoxyphenyl methyl carbonate

생성물 1

HCID 156364273-Formyl-4-methoxyphenyl methyl carbonate

시약·촉매·용매 2

HCID 24193Titanium Tetrachloride촉매HCID 6344Dichloromethane용매2회

실험 절차

Under an argon atmosphere, to a solution of 4-methoxyphenyl methyl carbonate (10.0 g) in dichloromethane (125 mL) was added a solution of titanium (IV) chloride (14.3 mL) in dichloromethane (25 mL) at 0° C., and then dichloro(methoxy)methane (5.8 mL) was added dropwise over 30 min. The reaction mixture was warmed to room temperature, and stirred for 30 min. Dichloromethane (about 70 mL) was evaporated, and ice (120 g) and 12N hydrochloric acid were added. The mixture was extracted with ethyl acetate, and the extract was washed with saturated brine. The organic layer was dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure to give the title compound (10.5 g) as a yellow oil. This compound was used for the next step without further purification.

후처리

  1. customDichloromethane (about 70 mL) was evaporated
  2. additionice (120 g) and 12N hydrochloric acid were added
  3. extractionThe mixture was extracted with ethyl acetate
  4. washthe extract was washed with saturated brine
  5. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  6. customThe solvent was evaporated under reduced pressure

출처 및 근거

ORD 기록
ord-3dccf97413e646fb9775c4194f66db9a
출처 데이터셋
uspto-grants-2015_11
특허 번호
US09181186B2

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