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Dimethylformamide → Methyl 2-((4-bromophenoxy)methyl)benzoate

HRID 1515222
ノート
印刷プレビュー

反応式

HRID 1515222 の反応式
C(=O)([O-])[O-].[K+].[K+].[Br:7][C:8]1[CH:13]=[CH:12][C:11]([OH:14])=[CH:10][CH:9]=1.CN(C=O)C.Br[CH2:21][C:22]1[CH:31]=[CH:30][CH:29]=[CH:28][C:23]=1[C:24]([O:26][CH3:27])=[O:25]>O>[Br:7][C:8]1[CH:13]=[CH:12][C:11]([O:14][CH2:21][C:22]2[CH:31]=[CH:30][CH:29]=[CH:28][C:23]=2[C:24]([O:26][CH3:27])=[O:25])=[CH:10][CH:9]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 6228DimethylformamideHCID 78084-BromophenolHCID 11430Potassium CarbonateHCID 2734813Methyl 2-(bromomethyl)benzoate

生成物 1

HCID 53995976Methyl 2-((4-bromophenoxy)methyl)benzoate収率 86.6%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

Potassium carbonate (152 g, 1.1 mol) and 4-bromophenol (95.2 g, 550 mmol) were added to a DMF (500 mL) solution of methyl 2-bromomethylbenzoate (115 g, 500 mmol), and the mixture was stirred overnight at room temperature. Water was added to the reaction mixture, and the product was extracted with ethyl acetate. An organic layer was washed with a saturated sodium chloride solution, and dried over anhydrous sodium sulfate, and thereafter the solvents were distilled off under a reduced pressure. The residue was purified by column chromatography (hexane-toluene=1:1), to give 139 g (86%) of the captioned compound in the form of a colorless oily product.

後処理

  1. extractionthe product was extracted with ethyl acetate
  2. washAn organic layer was washed with a saturated sodium chloride solution
  3. dry with materialdried over anhydrous sodium sulfate
  4. distillationthe solvents were distilled off under a reduced pressure
  5. customThe residue was purified by column chromatography (hexane-toluene=1:1)

出典と根拠

ORDレコード
ord-dc49970a5b154fd68ae465807f7e546e
出典データセット
uspto-grants-2012_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08222419B2

反応ノート

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