3-Tert-butyl-2,2-dichlorocyclobutanone → 3-Tert-butylcyclobutan-1-one

HRID 20389

반응식

HRID 20389 반응식
[C:1]([CH:5]1[CH2:8][C:7](=[O:9])[C:6]1(Cl)Cl)([CH3:4])([CH3:3])[CH3:2]>[Zn]>[C:1]([CH:5]1[CH2:8][C:7](=[O:9])[CH2:6]1)([CH3:4])([CH3:3])[CH3:2]

참가 물질

3

반응물 1

HCID 685641543-Tert-butyl-2,2-dichlorocyclobutanone

생성물 1

HCID 109314423-Tert-butylcyclobutan-1-one수율 56%

시약·촉매·용매 1

HCID 23994Zinc촉매

실험 절차

Saturate dry methanol by stirring with excess ammonium chloride under nitrogen for 1.5 h. Add this saturated solution (150 mL) to 3-tert-butyl-2,2-dichlorocyclobutanone (7.5 g, 38.4 mmol) under nitrogen. To the resulting suspension add freshly activated zinc (15.4 g, 236 mmol). Stir for 5 hours, filter and concentrate. Partition the residue between diethyl ether and water. Discard the aqueous phase and wash the diethyl ether layer with water (twice), saturated aqueous sodium chloride solution, dry (magnesium sulfate), filter, concentrate and purify (silica gel chromatography, eluting with 0:100 to 10:90 ethyl acetate:hexanes) to give the desired compound as a clear liquid (2.71 g, 56%).

후처리

  1. concentrationSaturate dry methanol
  2. stirringStir for 5 hours
  3. filtrationfilter
  4. concentrationconcentrate
  5. customPartition the residue between diethyl ether and water
  6. washwash the diethyl ether layer with water (twice), saturated aqueous sodium chloride solution
  7. dry with materialdry (magnesium sulfate)
  8. filtrationfilter
  9. concentrationconcentrate
  10. custompurify
  11. wash(silica gel chromatography, eluting with 0:100 to 10:90 ethyl acetate:hexanes)

출처 및 근거

ORD 기록
ord-a6dce099fbed46a0902d4501d37ea4dd
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07745438B2

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