Piperidine → 5-[4-[4-[2-(5-Methyl-2-phenyl-4-oxazolyl)ethoxy]phenyl]butylidene]-2,4-oxazolidinedione

HRID 1740897

반응식

HRID 1740897 반응식
[CH3:1][C:2]1[O:6][C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)=[N:4][C:3]=1[CH2:13][CH2:14][O:15][C:16]1[CH:21]=[CH:20][C:19]([CH2:22][CH2:23][CH2:24][CH:25]2OCCCO2)=[CH:18][CH:17]=1.[O:31]1[CH2:35][C:34](=[O:36])[NH:33][C:32]1=[O:37].N1CCCCC1>C(O)(=O)C>[CH3:1][C:2]1[O:6][C:5]([C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=2)=[N:4][C:3]=1[CH2:13][CH2:14][O:15][C:16]1[CH:17]=[CH:18][C:19]([CH2:22][CH2:23][CH2:24][CH:25]=[C:35]2[O:31][C:32](=[O:37])[NH:33][C:34]2=[O:36])=[CH:20][CH:21]=1

참가 물질

5

반응물 3

HCID 8082PiperidineHCID 973892,4-OxazolidinedioneHCID 110259022-[3-[4-[2-(5-Methyl-2-phenyl-4-oxazolyl)ethoxy]phenyl]propyl]-1,3-dioxane

생성물 1

HCID 570316105-[4-[4-[2-(5-Methyl-2-phenyl-4-oxazolyl)ethoxy]phenyl]butylidene]-2,4-oxazolidinedione수율 26%

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

A mixture of 2-[3-[4-[2-(5-methyl-2-phenyl-4-oxazolyl)ethoxy]phenyl]propyl]-1,3-dioxane (2.0 g), 2,4-oxazolidinedione (0.99 g), piperidine (0.21 g) and acetic acid (50 ml) was heated for 24 hours under reflux. The reaction mixture was concentrated under reduced pressure, to which was added ethyl acetate. The ethyl acetate layer was washed with an aqueous solution of sodium hydrogencarbonate, 2N HCl and water, successively, which was then dried (MgSO4), followed by concentration. The concentrate was purified by means of a silica gel column chromatography. From the fractions eluted with chloroform-ethyl acetate (5:1), 5-[4-[4-[2-(5-methyl-2-phenyl-4-oxazolyl)ethoxy]phenyl]butylidene]-2,4-oxazolidinedione (0.55 g, 26%) was obtained. Recrystallization from ethyl ether-methanol gave colorless needles, m.p.152-153° C.

후처리

  1. temperaturewas heated for 24 hours
  2. temperatureunder reflux
  3. concentrationThe reaction mixture was concentrated under reduced pressure, to which
  4. additionwas added ethyl acetate
  5. washThe ethyl acetate layer was washed with an aqueous solution of sodium hydrogencarbonate, 2N HCl and water
  6. dry with materialsuccessively, which was then dried (MgSO4)
  7. concentrationfollowed by concentration
  8. customThe concentrate was purified by means of a silica gel column chromatography
  9. washFrom the fractions eluted with chloroform-ethyl acetate (5:1)

출처 및 근거

ORD 기록
ord-60e5f9aa2e664db38e2769ee23420658
출처 데이터셋
uspto-grants-1999_10
특허 번호
US05972970

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