Pyridine → HCID 86672139, 화합물

HRID 1842873노트

반응식

HRID 1842873 반응식
[F:1][C:2]1[CH:3]=[C:4]([CH:6]=[CH:7][C:8]=1[O:9][CH2:10][CH2:11][O:12][CH3:13])[NH2:5].N1C=CC=CC=1.Cl[C:21]([O:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)=[O:22]>CC(C)=O>[F:1][C:2]1[CH:3]=[C:4]([NH:5][C:21](=[O:22])[O:23][C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[CH:6]=[CH:7][C:8]=1[O:9][CH2:10][CH2:11][O:12][CH3:13]

참가 물질

5

반응물 3

HCID 1049PyridineHCID 15891Phenyl chloroformateHCID 234981173-Fluoro-4-(2-methoxyethoxy)aniline

생성물 1

HCID 86672139HCID 86672139, 화합물수율 81.9%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

To a stirred solution of 3-fluoro-4-(2-methoxyethoxy)aniline (2.0 g, 10.8 mmol, 1.0 eq) in acetone (50 mL) was added pyridine (2.5 mL, 32.4 mol, 3.0 eq.) and phenyl chloroformate (1.36 mL, 10.8 mmol, 1.0 eq.) at 0° C. and stirred at RT for 1 h. The solvent was evaporated, the residue diluted with EtOAc (50 mL), washed with water (100 mL), brine (20 mL) and evaporated again. The resulting residue was purified by column chromatography using EtOAc/PE (1:4) as eluent to yield phenyl 3-fluoro-4-(2-methoxyethoxy)phenylcarbamate (2.7 g, 76.8%) as a white solid (TLC system: EtOAc/PE (3:7), Rf: 0.5).

후처리

  1. customThe solvent was evaporated
  2. additionthe residue diluted with EtOAc (50 mL)
  3. washwashed with water (100 mL), brine (20 mL)
  4. customevaporated again
  5. customThe resulting residue was purified by column chromatography

출처 및 근거

ORD 기록
ord-73c24fb3d10441c3ad9d100ac3e2fe97
출처 데이터셋
uspto-grants-2015_02
특허 번호
US08946204B2

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