Ammonium → 3-Methyl-4-(1,3-oxazol-4-yl)phenol

HRID 396794

反応式

HRID 396794 の反応式
Br[CH2:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([OH:11])=[CH:7][C:6]=1[CH3:12])=O.[NH4+:13].[OH-].[Na+].[CH:16]([OH:18])=O>>[CH3:12][C:6]1[CH:7]=[C:8]([OH:11])[CH:9]=[CH:10][C:5]=1[C:3]1[N:13]=[CH:16][O:18][CH:2]=1

参加物

5

反応物 4

HCID 223AmmoniumHCID 284Formic AcidHCID 14798Sodium HydroxideHCID 178121702-Bromo-1-(4-hydroxy-2-methylphenyl)ethanone

生成物 1

HCID 223167433-Methyl-4-(1,3-oxazol-4-yl)phenol収率 13%

実験手順

A mixture of 2-bromo-1-(4-hydroxy-2-methylphenyl)-1-ethanone (18 g, 78 mmol), ammonium fornate (17 g, 273 mmol) in formic acid (100 ml) was heated at reflux temperature for 3 hours. The mixture was cooled down to room temperature and made basic by addition of 50% NaOH aqueous solution at 0° C. The whole was extracted with CH2Cl2. The organic layer was washed with brine, dried over MgSO4, and concentrated in vacuo. The residue was purified by flash chromatography eluting with ethyl acetate-hexane (1:5) to give title compound (1.8 g, 13% yield).

後処理

  1. temperaturewas heated
  2. temperatureat reflux temperature for 3 hours
  3. extractionThe whole was extracted with CH2Cl2
  4. washThe organic layer was washed with brine
  5. dry with materialdried over MgSO4
  6. concentrationconcentrated in vacuo
  7. customThe residue was purified by flash chromatography
  8. washeluting with ethyl acetate-hexane (1:5)

出典と根拠

ORDレコード
ord-fc7e71fb491f444197c07957526684df
出典データセット
uspto-grants-2003_08
特許番号
US06608095B2

関連ノート

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