Imidazole → 5-Tert-butyl-2-methoxy-3-trimethylsilanyloxymethyl-phenylamine

HRID 2360515ノート

反応式

HRID 2360515 の反応式
[NH2:1][C:2]1[C:3]([O:14][CH3:15])=[C:4]([CH2:12][OH:13])[CH:5]=[C:6]([C:8]([CH3:11])([CH3:10])[CH3:9])[CH:7]=1.N1C=CN=C1.[CH3:21][Si:22](Cl)([CH3:24])[CH3:23].C(=O)([O-])[O-].[K+].[K+]>O1CCCC1.C(OCC)(=O)C>[C:8]([C:6]1[CH:5]=[C:4]([CH2:12][O:13][Si:22]([CH3:24])([CH3:23])[CH3:21])[C:3]([O:14][CH3:15])=[C:2]([NH2:1])[CH:7]=1)([CH3:11])([CH3:9])[CH3:10]

参加物

7

反応物 4

HCID 795ImidazoleHCID 6397ChlorotrimethylsilaneHCID 11430Potassium CarbonateHCID 58366895(3-Amino-5-tert-butyl-2-methoxyphenyl)methanol

生成物 1

HCID 584939805-Tert-butyl-2-methoxy-3-trimethylsilanyloxymethyl-phenylamine

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒HCID 8857Ethyl Acetate溶媒

実験手順

3.03 g (3-amino-5-tert-butyl-2-methoxy-phenyl)-methanol and 2.4 g imidazole are dissolved in 20 ml of tetrahydrofuran and 2.75 ml trimethylsilyl chloride are added dropwise thereto. The mixture is stirred for 2 hours at ambient temperature, the solvents are eliminated in vacuo and the residue is divided between 10% aqueous potassium carbonate solution and ethyl acetate. The aqueous phase is extracted with ethyl acetate and the combined organic phases are washed with saturated sodium chloride solution. After drying with magnesium sulphate the solvents are eliminated in vacuo and the residue is chromatographed on silica gel (cyclohexane/ethyl acetate 95:5 to 50:50).

後処理

  1. extractionThe aqueous phase is extracted with ethyl acetate
  2. washthe combined organic phases are washed with saturated sodium chloride solution
  3. dry with materialAfter drying with magnesium sulphate the solvents
  4. customthe residue is chromatographed on silica gel (cyclohexane/ethyl acetate 95:5 to 50:50)

出典と根拠

ORDレコード
ord-50a7c7795a154655ab5135856a7a4dc1
出典データセット
uspto-grants-2014_04
特許番号
US08686022B2

反応ノート

読み込み中…