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

HRID 1013119

반응식

HRID 1013119 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.C1C=CC=CC=1>[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

5

반응물 2

HCID 174Ethylene GlycolHCID 2535334-Chlorobutyrophenone

생성물 1

HCID 128663382-(3-Chloropropyl)-2-phenyl-1,3-dioxolane수율 61.2%

시약·촉매·용매 2

HCID 6101p-Toluenesulfonic acid촉매HCID 241Benzene용매

실험 절차

Add 4-chlorobutyrophenone (50 g, 274 mmol), ethylene glycol (28 g, 452 mmol) and p-toluenesulfonic acid (1.04 g, 5.48 mmol) to benzene (600 mL) and heat at reflux for 16 h under a water trap. Cool the reaction to RT and wash with 1 N NaOH (500 mL) and brine (750 mL). Dry (sodium sulfate) and concentrate to give a solid. Recrystallize the solid from hot hexanes to give the title compound as a white powder (38 g, 61%).

후처리

  1. temperatureheat
  2. temperatureat reflux for 16 h under a water trap
  3. temperatureCool
  4. customthe reaction to RT
  5. washwash with 1 N NaOH (500 mL) and brine (750 mL)
  6. dry with materialDry (sodium sulfate)
  7. concentrationconcentrate
  8. customto give a solid
  9. customRecrystallize the solid from hot hexanes

출처 및 근거

ORD 기록
ord-f23fd0818d4a409d927aac3ae6131070
출처 데이터셋
uspto-grants-2011_07
특허 번호
US07981882B2

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