Hydrogen Peroxide → HCID 69820135、化合物

HRID 1069492ノート

反応式

HRID 1069492 の反応式
[OH-:1].[Na+].[Br:3][C:4]1[CH:11]=[C:8](C=O)[C:7](O)=[C:6]([CH2:13][CH3:14])[CH:5]=1.[OH:15]O>O1CCCC1>[Br:3][C:4]1[CH:11]=[C:8]([OH:15])[CH:7]=[C:6]([CH2:13][CH2:14][OH:1])[CH:5]=1

参加物

5

反応物 3

HCID 784Hydrogen PeroxideHCID 14798Sodium HydroxideHCID 122381915-Bromo-3-ethylsalicylaldehyde

生成物 1

HCID 69820135HCID 69820135、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

A 2L flask was charged with tetrahydrofuran (600 mL) and one normal aqueous sodium hydroxide (260 mL). To this solution was added 5-bromo-3-ethylsalicylaldehyde (58 g, 0.25 mol, prepared by the procedure described by S. A. Weerawarna et al., J. Het. Chem., 1991;28:1400). With good stirring, hydrogen peroxide (400 mL of 3% solution, 0.35 mol) was slowly added. After 30 minutes, tlc (silica plate eluted with hexane:ethyl acetate, 7:3) showed no more starting material. The reaction mixture was brought to a pH of ˜5.0 by addition of acetic acid. The tetrahydrofuran was removed under vacuum, then the aqueous mixture was extracted twice with 300 mL portions of methyl t-butyl ether. The ether solution was dried over magnesium sulfate, filtered, and concentrated to a dark oil (54.8 g). This material was not further purified, but used directly in the next reaction.

後処理

  1. customprepared by the procedure
  2. washtlc (silica plate eluted with hexane:ethyl acetate, 7:3)
  3. additionThe reaction mixture was brought to a pH of ˜5.0 by addition of acetic acid
  4. customThe tetrahydrofuran was removed under vacuum
  5. extractionthe aqueous mixture was extracted twice with 300 mL portions of methyl t-butyl ether
  6. dry with materialThe ether solution was dried over magnesium sulfate
  7. filtrationfiltered
  8. concentrationconcentrated to a dark oil (54.8 g)
  9. customused directly in the next reaction

出典と根拠

ORDレコード
ord-e11b274287174ac49e02c16e5641a9ff
出典データセット
uspto-grants-2001_06
特許番号
US06252070B1

反応ノート

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