Water → (3-tert-Butoxycarbonylamino-cyclobutylidene)-acetic acid methyl ester

HRID 2207117노트

반응식

HRID 2207117 반응식
[C:1]([O:5][C:6](=[O:13])[NH:7][CH:8]1[CH2:11][C:10](=O)[CH2:9]1)([CH3:4])([CH3:3])[CH3:2].[CH3:14][O:15][C:16](=[O:37])[CH:17]=P(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.O>C1(C)C=CC=CC=1>[CH3:14][O:15][C:16](=[O:37])[CH:17]=[C:10]1[CH2:11][CH:8]([NH:7][C:6]([O:5][C:1]([CH3:4])([CH3:3])[CH3:2])=[O:13])[CH2:9]1

참가 물질

5

반응물 3

HCID 962WaterHCID 17453Acetic acid, 2-(triphenylphosphoranylidene)-, methyl esterHCID 23374584tert-Butyl 3-oxocyclobutylcarbamate

생성물 1

HCID 23374583(3-tert-Butoxycarbonylamino-cyclobutylidene)-acetic acid methyl ester수율 96.1%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

To a solution of (3-oxo-cyclobutyl)-carbamic acid tert-butyl ester (5.6 g, 30.2 mmol) in anhydrous toluene (100 mL) was added methyl(triphenylphosphoranylidene)-acetate (10.7 g, 45.4 mmol) and heated to reflux overnight under N2. After cooling to room temperature, the mixture was poured into water and extracted with EA. The organic phase was dried over Na2SO4, concentrated under reduced pressure to give a residue, which was purified by column chromatography on silica gel (eluted with PE:EA=20:1) to give the title compound (7 g, yield 96%) as a white solid.

후처리

  1. temperatureheated
  2. temperatureto reflux overnight under N2
  3. extractionextracted with EA
  4. dry with materialThe organic phase was dried over Na2SO4
  5. concentrationconcentrated under reduced pressure
  6. customto give a residue, which
  7. customwas purified by column chromatography on silica gel (eluted with PE:EA=20:1)

출처 및 근거

ORD 기록
ord-7999ff0551ac4747bed2ea686f768f61
출처 데이터셋
uspto-grants-2016_06
특허 번호
US09376396B2

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