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Triethylamine → 1-[tert-Butyl(dimethyl)silyl]-4-(prop-2-en-1-yl)azetidin-2-one

HRID 543560
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HRID 543560 반응식
C([N:4]1[CH2:7][CH2:6][C:5]1=[O:8])C=C.[Si:9](Cl)([C:12]([CH3:15])([CH3:14])[CH3:13])([CH3:11])[CH3:10].C(N([CH2:22][CH3:23])CC)C.[CH2:24](OC(=O)C)C.O>CN(C)C=O>[CH2:24]([CH:7]1[N:4]([Si:9]([C:12]([CH3:15])([CH3:14])[CH3:13])([CH3:11])[CH3:10])[C:5](=[O:8])[CH2:6]1)[CH:22]=[CH2:23]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 8471TriethylamineHCID 28928tert-Butyldimethylsilyl chlorideHCID 12376723AllylazetidinoneHCID 22728543Water ethylacetate

생성물 1

HCID 128821041-[tert-Butyl(dimethyl)silyl]-4-(prop-2-en-1-yl)azetidin-2-one

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

실험 절차

Allylazetidinone (0.22 g) was dissolved in dry N,N-dimethylformamide (5 ml) containing t-butyldimethylsilyl chloride (0.33 g). The solution was cooled to 0° and was treated with triethylamine (0.22 g) in N,N-dimethylformamide (1 ml) over a period of 15 minutes. After a further 15 minutes the solution was poured into ethylacetate/water. The organic phase was separated, washed with dil HCl, brine, dried (Na2SO4), evaporated, and chromatographed on silica gel 60 (230 mesh) eluting with ethylacetate. This gave 4-allyl-1-t-butyldimethylsilylazetidin-2-one (0.39 g).

후처리

  1. temperatureThe solution was cooled to 0°
  2. customThe organic phase was separated
  3. washwashed with dil HCl, brine
  4. dry with materialdried (Na2SO4)
  5. customevaporated
  6. customchromatographed on silica gel 60 (230 mesh)
  7. washeluting with ethylacetate

출처 및 근거

ORD 기록
ord-097052cf6dbe476c9929959513933e1f
출처 데이터셋
uspto-grants-1984_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04446146

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