Ethylene Glycol → 2-(5-Chloro-2-nitrophenyl)-1,3-dioxolane

HRID 1487191

反応式

HRID 1487191 の反応式
O.[Cl:2][C:3]1[CH:4]=[CH:5][C:6]([N+:11]([O-:13])=[O:12])=[C:7]([CH:10]=1)[CH:8]=[O:9].[CH2:14](O)[CH2:15][OH:16].ClCCl>C1(C)C=CC=CC=1.C1(C)C=CC(S(O)(=O)=O)=CC=1>[Cl:2][C:3]1[CH:4]=[CH:5][C:6]([N+:11]([O-:13])=[O:12])=[C:7]([CH:8]2[O:16][CH2:15][CH2:14][O:9]2)[CH:10]=1

参加物

7

反応物 4

HCID 174Ethylene GlycolHCID 962WaterHCID 6344DichloromethaneHCID 811235-Chloro-2-nitrobenzaldehyde

生成物 1

HCID 2673852-(5-Chloro-2-nitrophenyl)-1,3-dioxolane収率 90.2%

試薬・触媒・溶媒 2

HCID 6101p-Toluenesulfonic acid触媒HCID 1140Toluene溶媒

実験手順

In a flask equipped with a Dean-Stark water separator, 5-chloro-2-nitrobenzaldehyde (12.0 g, 64.7 mmol), ethylene glycol (8.0 g, 129.3 mmol) and p-toluenesulfonic acid (0.2 g) were dissolved in toluene (150 mL). The mixture was stirred at reflux for 8 hours. Dichloromethane was added and the organic phase was washed with saturated sodium bicarbonate and brine, then dried over anhydrous sodium sulfate, evaporated and purified by silica gel chromatography to afford the product 2-(5-chloro-2-nitrophenyl)-1,3-dioxolane (13.4 g, yield 90.0%).

後処理

  1. temperatureat reflux for 8 hours
  2. washthe organic phase was washed with saturated sodium bicarbonate and brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. customevaporated
  5. custompurified by silica gel chromatography

出典と根拠

ORDレコード
ord-3628717df63f43608aef6ebf813b0d85
出典データセット
uspto-grants-2016_08
特許番号
US09428508B2

関連ノート

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