4-Bromo-2-fluorobenzaldehyde → 4-Bromo-2-methoxybenzaldehyde

HRID 510636

반응식

HRID 510636 반응식
[Br:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[C:4](F)[CH:3]=1.[CH3:11][O-:12].[Na+]>CO>[Br:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[C:4]([O:12][CH3:11])[CH:3]=1

참가 물질

4

반응물 2

HCID 1435174-Bromo-2-fluorobenzaldehydeHCID 10942334Sodium Methoxide

생성물 1

HCID 110530414-Bromo-2-methoxybenzaldehyde수율 62%

시약·촉매·용매 1

HCID 887Methanol용매2회

실험 절차

To a stirred solution of 4-bromo-2-fluorobenzaldehyde (96%, 3.38 g, 16.0 mmol) in methanol (35 mL) at ambient temperature was added a 25 wt % solution of sodium methoxide in methanol (4.02 mL, 17.6 mmol), and the resulting solution was stirred and heated to reflux for 2 hours. The solution was cooled to ambient temperature and concentrated, and the residue was partitioned between dichloromethane (100 mL) and water (50 mL). The organic layer was dried over sodium sulfate and concentrated. The residue was purified by chromatography on silica gel, eluting with 95/5 hexanes/ethyl acetate, to afford 4-bromo-2-methoxybenzaldehyde as a white solid (2.13 g, 62% yield).

후처리

  1. temperatureheated
  2. temperatureto reflux for 2 hours
  3. concentrationconcentrated
  4. customthe residue was partitioned between dichloromethane (100 mL) and water (50 mL)
  5. dry with materialThe organic layer was dried over sodium sulfate
  6. concentrationconcentrated
  7. customThe residue was purified by chromatography on silica gel
  8. washeluting with 95/5 hexanes/ethyl acetate

출처 및 근거

ORD 기록
ord-a27d8079b7e54dac8ea973a5c9ec33c1
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09096567B2

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