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Hydrochloric Acid → {3-[4-Bromo-2-(2-oxo-oxazolidin-3-ylmethyl)-phenoxy]-phenyl}-acetic acid methyl ester

HRID 885250
ノート
印刷プレビュー

反応式

HRID 885250 の反応式
[O:1]1[CH2:5][C:4](=O)[N:3]=[C-:2]1.[H-].[Na+].[CH3:9][O:10][C:11](=[O:29])[CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([O:19][C:20]2[CH:25]=[CH:24][C:23]([Br:26])=[CH:22][C:21]=2[CH2:27]Br)[CH:14]=1.Cl.[O:31]1CCOCC1>CCOC(C)=O>[CH3:9][O:10][C:11](=[O:29])[CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([O:19][C:20]2[CH:25]=[CH:24][C:23]([Br:26])=[CH:22][C:21]=2[CH2:27][N:3]2[CH2:4][CH2:5][O:1][C:2]2=[O:31])[CH:14]=1
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 5

HCID 313Hydrochloric AcidHCID 24758Sodium hydrideHCID 312751,4-DioxaneHCID 532495662H-1,3-oxazol-2-id-4-oneHCID 58237479[3-(4-Bromo-2-bromomethyl-phenoxy)-phenyl]acetic acid methyl ester

生成物 1

HCID 58237622{3-[4-Bromo-2-(2-oxo-oxazolidin-3-ylmethyl)-phenoxy]-phenyl}-acetic acid methyl ester

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

To 2-oxazolidone (0.69 g, 8.0 mmol) in 1,4-dioxane (30 mL) under N2 was added sodium hydride (60% in mineral oil; 0.38 g, 9.4 mmol). After stirring for 15 minutes, [3-(4-bromo-2-bromomethyl-phenoxy)-phenyl]-acetic acid methyl ester (3 g, 7.2 mmol) was added, and the reaction was stirred for 24 hours at room temperature. Once no starting material was seen by analytical LCMS, the mixture was worked-up with 10% aqueous HCl and EtOAc, and the crude material was purified by silica gel chromatography to give the desired product as a colorless oil (2 g).

後処理

  1. stirringthe reaction was stirred for 24 hours at room temperature
  2. customthe crude material was purified by silica gel chromatography

出典と根拠

ORDレコード
ord-f211314c265d48598306beab423db8ba
出典データセット
uspto-grants-2012_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08242145B2

反応ノート

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