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

HRID 543560
ノート
印刷プレビュー

反応式

HRID 543560 の反応式
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]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-097052cf6dbe476c9929959513933e1f
出典データセット
uspto-grants-1984_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04446146

反応ノート

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