Water → 3-bromo-2,5-dimethoxybenzaldehyde

HRID 1835993

反応式

HRID 1835993 の反応式
[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]

参加物

6

反応物 4

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

生成物 1

HCID 9310963-bromo-2,5-dimethoxybenzaldehyde収率 67%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

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)+

後処理

  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)

出典と根拠

ORDレコード
ord-c6efdafc0e6a46ea957d4f6078fca6f8
出典データセット
uspto-grants-2004_08
特許番号
US06774248B2

関連ノート

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