Triacetoxyperiodinane → [3-(2-Oxo-1,3-oxazolidin-3-yl)phenyl]acetaldehyde

HRID 734578ノート

反応式

HRID 734578 の反応式
CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C1=CC=CC=2)=O.[OH:23][CH2:24][CH2:25][C:26]1[CH:27]=[C:28]([N:32]2[CH2:36][CH2:35][O:34][C:33]2=[O:37])[CH:29]=[CH:30][CH:31]=1>ClCCl>[O:37]=[C:33]1[N:32]([C:28]2[CH:27]=[C:26]([CH2:25][CH:24]=[O:23])[CH:31]=[CH:30][CH:29]=2)[CH2:36][CH2:35][O:34]1

参加物

4

反応物 2

HCID 159087TriacetoxyperiodinaneHCID 542438113-[3-(2-Hydroxyethyl)phenyl]-1,3-oxazolidin-2-one

生成物 1

HCID 57444342[3-(2-Oxo-1,3-oxazolidin-3-yl)phenyl]acetaldehyde収率 89%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

1,1,1-Tris(acetyloxy)-1,1-dihydro-1,2-benziodoxol-3(1H)-one (Dess-Martin periodinane, 709 mg, 1.67 mmol) was added to a solution of 3-[3-(2-hydroxyethyl)phenyl]-1,3-oxazolidin-2-one (315 mg, 1.52 mmol) in dichloromethane (10 mL). The mixture was stirred at room temperature for 30 min, then washed with aqueous sodium hydroxide solution (1M, 10 mL). The separated organic layer the latter was dried over magnesium sulfate and concentrated under reduced pressure affording the title compound in 89% yield (278 mg). The compound was used without further purification in the next step.

後処理

  1. washwashed with aqueous sodium hydroxide solution (1M, 10 mL)
  2. dry with materialThe separated organic layer the latter was dried over magnesium sulfate
  3. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-fa74891301dc45f0a4299a7a77f3e6de
出典データセット
uspto-grants-2009_09
特許番号
US07592346B2

反応ノート

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