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Water → tert-Butyl 2-(2-nitrophenylamino)ethylcarbamate

HRID 507510
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HRID 507510 반응식
F[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N+:8]([O-:10])=[O:9].[NH2:11][CH2:12][CH2:13][NH:14][C:15](=[O:21])[O:16][C:17]([CH3:20])([CH3:19])[CH3:18].C(N(CC)CC)C.O>O1CCCC1>[N+:8]([C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=1[NH:11][CH2:12][CH2:13][NH:14][C:15](=[O:21])[O:16][C:17]([CH3:19])([CH3:18])[CH3:20])([O-:10])=[O:9]
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참가 물질

6

반응물 4

HCID 962WaterHCID 8471TriethylamineHCID 738951-Fluoro-2-nitrobenzeneHCID 187201N-BOC-ethylenediamine

생성물 1

HCID 47453724tert-Butyl 2-(2-nitrophenylamino)ethylcarbamate

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A mixture of 1-fluoro-2-nitrobenzene (2 g, 14.2 mmol), tert-butyl 2-aminoethylcarbamate (2.7 g, 17.0 mmol) and triethylamine (1.7 g, 2.4 mmol) in tetrahydrofuran was refluxed for 7 h. After cooling to rt 100 mL of water was added and the mixture was extracted with ethyl acetate (3×100 mL). The combined organic layer was washed with brine (150 mL), dried over anhydrous sodium sulfate and filtered. The solvent was removed and the product was used in the next step without further purification.

후처리

  1. temperaturewas refluxed for 7 h
  2. additionwas added
  3. extractionthe mixture was extracted with ethyl acetate (3×100 mL)
  4. washThe combined organic layer was washed with brine (150 mL)
  5. dry with materialdried over anhydrous sodium sulfate
  6. filtrationfiltered
  7. customThe solvent was removed
  8. customthe product was used in the next step without further purification

출처 및 근거

ORD 기록
ord-73a3e016e42040119207ae0563f7506d
출처 데이터셋
uspto-grants-2010_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07786132B2

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