Potassium Iodide → (2-Acetyl-phenylamino)-phenyl-acetic acid ethyl ester

HRID 76995

반응식

HRID 76995 반응식
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8](=[O:10])[CH3:9].Br[CH:12]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[C:13]([O:15][CH2:16][CH3:17])=[O:14].CCN(C(C)C)C(C)C.[I-].[K+]>C(#N)C>[CH2:16]([O:15][C:13](=[O:14])[CH:12]([NH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8](=[O:10])[CH3:9])[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[CH3:17]

참가 물질

6

반응물 4

HCID 4875Potassium IodideHCID 110862'-AminoacetophenoneHCID 81531DiisopropylethylamineHCID 97780Ethyl bromophenylacetate

생성물 1

HCID 59401176(2-Acetyl-phenylamino)-phenyl-acetic acid ethyl ester수율 100.3%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

반응 조건

온도
100 °C

실험 절차

1-(2-Aminophenyl)ethanone (250 mg, 1.85 mmol), ethyl 2-bromo-2-phenylacetate (0.22 ml, 1.23 mmol), DIPEA (0.32 mL, 1.85 mmol) and a catalytic amount of potassium iodide are dissolved in acetonitrile (4 mL) and heated under MW irradiation at 100° C. for 2 hours and then at 120° C. for 1 hour. Acetonitrile is evaporated and the crude is purified by flash chromatography (petroleum ether/EtOAc=93/7) to obtain intermediate I110 as a yellow oil (367 mg, quantitative yield).

후처리

  1. customAcetonitrile is evaporated
  2. customthe crude is purified by flash chromatography (petroleum ether/EtOAc=93/7)

출처 및 근거

ORD 기록
ord-5b91be84d1ed4518a37485df7db91f75
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08835682B2

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