Water → 3-bromo-2,5-dimethoxybenzaldehyde

HRID 1794490

반응식

HRID 1794490 반응식
[Br:1][C:2]1[C:3]([OH:12])=[C:4]([CH:7]=[C:8]([O:10][CH3:11])[CH:9]=1)[CH:5]=[O:6].CI.[C:15]([O-])([O-])=O.[K+].[K+].O>CC(C)=O>[Br:1][C:2]1[C:3]([O:12][CH3:15])=[C:4]([CH:7]=[C:8]([O:10][CH3:11])[CH:9]=1)[CH:5]=[O:6]

참가 물질

6

반응물 4

HCID 962WaterHCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 7358183-Bromo-2-hydroxy-5-methoxybenzaldehyde

생성물 1

HCID 9310963-bromo-2,5-dimethoxybenzaldehyde수율 67%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

A solution of 50 (10 g, 43 mmol), Methyl Iodide (7.3 g, 52 mmol), and K2CO3 (12 g, 86 mmol) in acetone (200 ml) was heated to reflux. After 4 hr, the reaction was cooled, poured into water and extracted with ether. The ether layer was dried concentrated and the product was purified by silica gel column chromatography (10% EtOAc/Hex) to give 51 as a solid (7.0 g, 67%): Mp=62–64° C.; 1H NMR (CDCl3) δ 10.32 (s, 1 H), 7.38 (d, 1 H, J=2.8 Hz), 7.28 (d, 1 H, J=3.2 Hz), 3.93 (s, 3 H), 3.82 (s, 3 H); MS 245/247 (M+H)+

후처리

  1. temperaturethe reaction was cooled
  2. extractionextracted with ether
  3. dry with materialThe ether layer was dried
  4. concentrationconcentrated
  5. customthe product was purified by silica gel column chromatography (10% EtOAc/Hex)

출처 및 근거

ORD 기록
ord-a6968c07a8e24a93bb5224d45e371a4c
출처 데이터셋
uspto-grants-2006_04
특허 번호
US07022733B2

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