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

HRID 2950

반응식

HRID 2950 반응식
[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]

참가 물질

4

반응물 3

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

생성물 1

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

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-e337e55a1fd94b369c26bae4adbf39ba
출처 데이터셋
uspto-grants-1998_03
특허 번호
US05731336

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