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Triethylamine → Phenyl[3-(4-fluoro-2-nitrophenoxy)propyl]carbamate

HRID 1477121
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HRID 1477121 반응식
C(N(CC)CC)C.[C:8](Cl)(=[O:16])[O:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.[F:18][C:19]1[CH:29]=[CH:28][C:22]([O:23][CH2:24][CH2:25][CH2:26][NH2:27])=[C:21]([N+:30]([O-:32])=[O:31])[CH:20]=1>O1CCOCC1>[C:10]1([O:9][C:8](=[O:16])[NH:27][CH2:26][CH2:25][CH2:24][O:23][C:22]2[CH:28]=[CH:29][C:19]([F:18])=[CH:20][C:21]=2[N+:30]([O-:32])=[O:31])[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1
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참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 15891Phenyl chloroformateHCID 623484053-(4-Fluoro-2-nitrophenoxy)propylamine

생성물 1

HCID 86641934Phenyl[3-(4-fluoro-2-nitrophenoxy)propyl]carbamate수율 94.2%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

Triethylamine (2.90 ml, 21.4 mmol) and phenyl chlorocarbonate (2.52 ml, 20.0 mmol) were added to a dioxane solution (43 ml) of 3-(4-fluoro-2-nitrophenoxy)propylamine (4.03 g, 18.8 mmol), while being cooled with ice, and the mixture was stirred at room temperature for 0.5 hours. The reaction mixture was concentrated under reduced pressure, and the residue was then purified by silica gel column chromatography (dichloromethane:ethyl acetate=30:1). The purified product was concentrated to dryness under reduced pressure to thereby obtain 5.92 g of powdery yellow phenyl[3-(4-fluoro-2-nitrophenoxy)propyl]carbamate (yield: 94%).

후처리

  1. temperaturewhile being cooled with ice
  2. concentrationThe reaction mixture was concentrated under reduced pressure
  3. customthe residue was then purified by silica gel column chromatography (dichloromethane:ethyl acetate=30:1)
  4. concentrationThe purified product was concentrated to dryness under reduced pressure

출처 및 근거

ORD 기록
ord-128e26eee526476b83d0dec4424bced4
출처 데이터셋
uspto-grants-2016_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09403773B2

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