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Aniline → Methyl 2-(3-fluorophenyl)-2-(phenylamino)acetate

HRID 1255054
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인쇄 미리보기

반응식

HRID 1255054 반응식
[CH3:1][O:2][C:3](=[O:13])[CH:4](Br)[C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([F:11])[CH:6]=1.CCN(C(C)C)C(C)C.[NH2:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1>C(#N)C>[CH3:1][O:2][C:3](=[O:13])[CH:4]([C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([F:11])[CH:6]=1)[NH:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 6115AnilineHCID 81531DiisopropylethylamineHCID 57495616Methyl 2-bromo-2-(3-fluorophenyl)acetate

생성물 1

HCID 54889725Methyl 2-(3-fluorophenyl)-2-(phenylamino)acetate수율 73%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

반응 조건

온도
100 °C

실험 절차

Bromo-(3-fluoro-phenyl)-acetic acid methyl ester (I96) (300 mg, 1.21 mmol), DIPEA (0.32 mL, 1.82 mmol), and aniline (0.17 mL, 1.82 mmol) are dissolved in acetonitrile (4 mL) and heated under MW irradiation at 100° C. for 1 hour. Acetonitrile is evaporated and the residue is purified by flash chromatography (Petroleum ether/EtOAc=95/5) to obtain intermediate I145 as a colorless oil (229 mg, 73% yield).

후처리

  1. customAcetonitrile is evaporated
  2. customthe residue is purified by flash chromatography (Petroleum ether/EtOAc=95/5)

출처 및 근거

ORD 기록
ord-af497e2d0aa240a1bfd501d208f5312f
출처 데이터셋
uspto-grants-2013_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08455646B2

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