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

HRID 1487191

반응식

HRID 1487191 반응식
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

참가 물질

7

반응물 4

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

생성물 1

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

시약·촉매·용매 2

HCID 6101p-Toluenesulfonic acid촉매HCID 1140Toluene용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-3628717df63f43608aef6ebf813b0d85
출처 데이터셋
uspto-grants-2016_08
특허 번호
US09428508B2

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