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Imidazole → 2,6-Difluoro-4-{[tris(1-methylethyl)silyl]oxy}aniline

HRID 1026311
ノート
印刷プレビュー

反応式

HRID 1026311 の反応式
[NH2:1][C:2]1[C:7]([F:8])=[CH:6][C:5]([OH:9])=[CH:4][C:3]=1[F:10].N1C=CN=C1.[Cl-].[CH:17]([SiH:20]([CH:24]([CH3:26])[CH3:25])[CH:21]([CH3:23])[CH3:22])([CH3:19])[CH3:18]>CN(C=O)C>[F:8][C:7]1[CH:6]=[C:5]([O:9][Si:20]([CH:24]([CH3:26])[CH3:25])([CH:21]([CH3:23])[CH3:22])[CH:17]([CH3:19])[CH3:18])[CH:4]=[C:3]([F:10])[C:2]=1[NH2:1]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 795ImidazoleHCID 27787614-Amino-3,5-difluorophenolHCID 131731399Triisopropylsilane chloride

生成物 1

HCID 677776392,6-Difluoro-4-{[tris(1-methylethyl)silyl]oxy}aniline収率 83%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A mixture of 4-amino-3,5-difluorophenol (580 mg), imidazole (354 mg), triisopropylsilane chloride (848 mg) and DMF (12 mL) was stirred at room temperature overnight. The solvent was evaporated under reduced pressure, water was added to the residue, and the mixture was extracted with ethyl acetate. The separated aqueous layer was extracted again with ethyl acetate. The combined organic layer was washed with saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate) to give the title compound as a pale-brown oil (1.0 g).

後処理

  1. customThe solvent was evaporated under reduced pressure, water
  2. additionwas added to the residue
  3. extractionthe mixture was extracted with ethyl acetate
  4. extractionThe separated aqueous layer was extracted again with ethyl acetate
  5. washThe combined organic layer was washed with saturated brine
  6. dry with materialdried over anhydrous magnesium sulfate
  7. customthe solvent was evaporated under reduced pressure
  8. customThe residue was purified by silica gel column chromatography (hexane/ethyl acetate)

出典と根拠

ORDレコード
ord-66fe64b845dd4dc08be18e3dfcf10d92
出典データセット
uspto-grants-2014_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08729102B2

反応ノート

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