3,5-Di-tert-butylphenol → 2-(1-Aminoethyl)-3,5-di-tert-butylphenol

HRID 1173305ノート

反応式

HRID 1173305 の反応式
[C:1]([C:5]1[CH:6]=[C:7]([OH:15])[CH:8]=[C:9]([C:11]([CH3:14])([CH3:13])[CH3:12])[CH:10]=1)([CH3:4])([CH3:3])[CH3:2].C(O[CH:20]([NH:22]C(=O)C)[CH3:21])(C)C>FC(F)(F)C(O)=O>[NH2:22][CH:20]([C:8]1[C:9]([C:11]([CH3:14])([CH3:13])[CH3:12])=[CH:10][C:5]([C:1]([CH3:4])([CH3:3])[CH3:2])=[CH:6][C:7]=1[OH:15])[CH3:21]

参加物

4

反応物 2

HCID 708253,5-Di-tert-butylphenolHCID 14204909N-(1-Isopropoxyethyl)acetamide

生成物 1

HCID 104672612-(1-Aminoethyl)-3,5-di-tert-butylphenol

試薬・触媒・溶媒 1

HCID 6422Trifluoroacetic acid溶媒

実験手順

To a solution of 2.06 g (10.0 mmol) of 3,5-di-tert-butylphenol in 10 mL of trifluoroacetic acid was added 1.6 g (11.0 mmol) of N-(1-isopropoxyethyl)acetamide and the resulting mixture was stirred overnight at room temperature. The reaction mixture was concentrated in vacuo, and the residue was partitioned between EtOAc and saturated aqueous NaHCO3. The aqueous layers were separated and then extracted with EtOAc. The organic layers were combined, dried (Na2SO4), filtered and evaporated in vacuo. The product was purified on a silica gel flash chromatography column eluted with 0-25% EtOAc in CH2Cl2. Evaporation of the purified fraction and drying in vacuo afforded the title compound.

後処理

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. customthe residue was partitioned between EtOAc and saturated aqueous NaHCO3
  3. customThe aqueous layers were separated
  4. extractionextracted with EtOAc
  5. dry with materialdried (Na2SO4)
  6. filtrationfiltered
  7. customevaporated in vacuo
  8. customThe product was purified on a silica gel flash chromatography column
  9. washeluted with 0-25% EtOAc in CH2Cl2
  10. customEvaporation of the purified fraction
  11. customdrying in vacuo

出典と根拠

ORDレコード
ord-ad47a43033f5478db11c66aea3474bbe
出典データセット
uspto-grants-2010_11
特許番号
US07834062B2

反応ノート

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