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Iodoethane → HCID 58572422、化合物

HRID 1920805
ノート
印刷プレビュー

反応式

HRID 1920805 の反応式
[Br:1][C:2]1[C:7]([OH:8])=[CH:6][CH:5]=[CH:4][C:3]=1[C:9](=[O:11])[CH3:10].C(=O)([O-])[O-].[K+].[K+].[CH2:18](I)[CH3:19].C(OCC)(=O)C.CCCCCC>CN(C)C=O.O>[Br:1][C:2]1[C:7]([O:8][CH2:18][CH3:19])=[CH:6][CH:5]=[CH:4][C:3]=1[C:9](=[O:11])[CH3:10]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 6340IodoethaneHCID 11430Potassium CarbonateHCID 21226206Ethyl acetate hexaneHCID 232169621-(2-Bromo-3-hydroxyphenyl)ethanone

生成物 1

HCID 58572422HCID 58572422、化合物収率 67%

試薬・触媒・溶媒 2

HCID 962Water溶媒
HCID 6228
Dimethylformamide
溶媒

実験手順

Under a nitrogen atmosphere, 1-(2-bromo-3-hydroxy phenyl)ethanone (6.50 g, 30.2 mmol), which had been obtained in Reference example 3 (3c), and potassium carbonate (8.36 g, 60.5 mmol) were dissolved in N,N-dimethyl formamide (60 mL), and stirred at room temperature for 10 minutes. Subsequently, ethyl iodide (3.14 mL, 39.3 mmol) was added to the mixture, which was then further stirred for 21 hours. Ethyl acetate/hexane (1:1, V/V) and water were added to the reaction solution for fractionation, and the aqueous layer was extracted with ethyl acetate/hexane (1:1, V/V). The organic layers were combined, washed with saturated brine, and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure. The residue was purified by silica gel chromatography (hexane:ethyl acetate, 100:0-85:15, V/V) to give the title compound as a colorless oily substance (4.89 g, yield 67%).

後処理

  1. stirringwas then further stirred for 21 hours
  2. extractionthe aqueous layer was extracted with ethyl acetate/hexane (1:1, V/V)
  3. washwashed with saturated brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. distillationThe solvent was distilled off under reduced pressure
  6. customThe residue was purified by silica gel chromatography (hexane:ethyl acetate, 100:0-85:15, V/V)

出典と根拠

ORDレコード
ord-a810acda1e1f46a8b78d389a642e62af
出典データセット
uspto-grants-2012_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08173631B2

反応ノート

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