Dichloromethane → 2-Chloro-3,4,5,6-tetramethoxybenzaldehyde

HRID 1527672ノート

反応式

HRID 1527672 の反応式
[CH3:1][O:2][C:3]1[C:10]([O:11][CH3:12])=[C:9]([O:13][CH3:14])[C:8]([O:15][CH3:16])=[CH:7][C:4]=1[CH:5]=[O:6].C(Cl)[Cl:18]>>[Cl:18][C:7]1[C:8]([O:15][CH3:16])=[C:9]([O:13][CH3:14])[C:10]([O:11][CH3:12])=[C:3]([O:2][CH3:1])[C:4]=1[CH:5]=[O:6]

参加物

3

反応物 2

HCID 6344Dichloromethane2 回HCID 6394122,3,4,5-Tetramethoxybenzaldehyde

生成物 1

HCID 461798872-Chloro-3,4,5,6-tetramethoxybenzaldehyde収率 97%

実験手順

According to a general aryl chlorination procedure by Lopez-Alvarado,39 19 (0.767 g, 3.39 mmol) was dissolved in CH2Cl2 (10.0 mL) at room temperature and then SO2Cl2 (neat, 0.31 mL, 3.7 mmol) was added at room temperature. The reaction was stirred for 1 hour and monitored by 1H NMR for completion. The reaction was then diluted with CH2Cl2, washed with brine, dried over MgSO4, filtered, and condensed. The resulting oil was then purified by flash column chromatography (1:4 Et2O:hexanes) to provide 20 (0.861 g, 3.30 mmol, 97%) as a colorless oil.

後処理

  1. washwashed with brine
  2. dry with materialdried over MgSO4
  3. filtrationfiltered
  4. customcondensed
  5. customThe resulting oil was then purified by flash column chromatography (1:4 Et2O:hexanes)

出典と根拠

ORDレコード
ord-5c7bfab050e24190949009acdbd8cfe8
出典データセット
uspto-grants-2015_07
特許番号
US09089605B2

反応ノート

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