Ethylene Glycol → 2-(3-Chloropropyl)-2-phenyl-1,3-dioxolane

HRID 1577956

반응식

HRID 1577956 반응식
[Cl:1][CH2:2][CH2:3][CH2:4][C:5]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)=[O:6].[CH2:13](O)[CH2:14][OH:15].C1(C)C=CC(S(O)(=O)=O)=CC=1.C1(C)C=CC=CC=1>O>[Cl:1][CH2:2][CH2:3][CH2:4][C:5]1([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[O:15][CH2:14][CH2:13][O:6]1

참가 물질

6

반응물 4

HCID 174Ethylene Glycol2회HCID 1140TolueneHCID 6101p-Toluenesulfonic acidHCID 2535334-Chlorobutyrophenone

생성물 1

HCID 128663382-(3-Chloropropyl)-2-phenyl-1,3-dioxolane

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A mixture of γ-chlorobutyrophenone (33.2 g; 0.182 mol), ethylene glycol (20.3 ml; 0.363 mol), p-toluenesulfonic acid (a pinch) and toluene (300 ml) is heated at reflux for 40 hours, and the water formed in the reaction is azeotroped off. After 20 hours, more ethylene glycol (20.3 ml; 0.363 mol) is added. On completion of the reaction the mixture is extracted with saturated aqueous sodium bicarbonate solution (300 ml), the organic layer is washed with 1 N sodium hydroxide solution and then with water, and is evaporated to afford 37.0 g of a cream colored solid, m.p. 54°-55.5° C.

후처리

  1. temperatureis heated
  2. temperatureat reflux for 40 hours
  3. customis azeotroped off
  4. customOn completion of the reaction the mixture
  5. extractionis extracted with saturated aqueous sodium bicarbonate solution (300 ml)
  6. washthe organic layer is washed with 1 N sodium hydroxide solution
  7. customwith water, and is evaporated
  8. customto afford 37.0 g of a cream

출처 및 근거

ORD 기록
ord-aa095cf3e8af4974b547741257cee97d
출처 데이터셋
uspto-grants-1981_09
특허 번호
US04289903

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