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

HRID 76995

反応式

HRID 76995 の反応式
[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]

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

反応条件

温度
100 °C

実験手順

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).

後処理

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

出典と根拠

ORDレコード
ord-5b91be84d1ed4518a37485df7db91f75
出典データセット
uspto-grants-2014_09
特許番号
US08835682B2

関連ノート

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