Hexamethylenetetramine → 3-tert-Butyl-4-hydroxy-5-methylbenzaldehyde

HRID 2295074ノート

反応式

HRID 2295074 の反応式
[CH3:1][C:2]([C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([CH3:11])[C:6]=1[OH:12])([CH3:4])[CH3:3].C1N2CN3CN(C2)CN1C3.FC(F)(F)[C:25](O)=[O:26]>>[CH3:4][C:2]([C:5]1[CH:10]=[C:9]([CH:8]=[C:7]([CH3:11])[C:6]=1[OH:12])[CH:25]=[O:26])([CH3:1])[CH3:3]

参加物

4

反応物 3

HCID 4101HexamethylenetetramineHCID 6422Trifluoroacetic acidHCID 166782-tert-Butyl-6-methylphenol

生成物 1

HCID 124679863-tert-Butyl-4-hydroxy-5-methylbenzaldehyde

実験手順

Under a nitrogen atmosphere, 76.65 g of 2-(1,1-dimethylethyl)-6-methylphenol (Aldrich), 65.42 g of hexamethylenetetramine and 700 ml of trifluoroacetic acid were stirred at reflux temperature for about 24 hours, then allowed to cool and evaporated. The residue from the evaporation was taken up in 1500 ml of water and 1000 ml of chloroform and neutralized to pH 7 with solid sodium carbonate. The resultant layers were separated and the aqueous layer was washed with chloroform. The organic layer was dried over sodium sulfate overnight, after which it was again washed with a volume of chloroform and evaporated. The resultant residue was then taken up in 375 ml of toluene, heated on a steam bath and then allowed to cool to room temperature overnight. Subsequent workup gave 28.3 g of the desired subtitled intermediate.

後処理

  1. temperatureat reflux temperature for about 24 hours
  2. temperatureto cool
  3. customevaporated
  4. customThe residue from the evaporation
  5. customThe resultant layers were separated
  6. washthe aqueous layer was washed with chloroform
  7. dry with materialThe organic layer was dried over sodium sulfate overnight
  8. washafter which it was again washed with a volume of chloroform
  9. customevaporated
  10. temperatureheated on a steam bath

出典と根拠

ORDレコード
ord-693a5689568a4b59bda59e1b390dfd95
出典データセット
uspto-grants-1997_11
特許番号
US05691367

反応ノート

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