Imidazole → (3,5-Dichlorophenoxy)tris(propan-2-YL)silane

HRID 63723

反応式

HRID 63723 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([OH:9])[CH:5]=[C:6]([Cl:8])[CH:7]=1.N1C=CN=C1.[CH:15]([Si:18]([CH:23]([CH3:25])[CH3:24])([CH:20]([CH3:22])[CH3:21])Cl)([CH3:17])[CH3:16].CN(C=O)C>O>[Cl:1][C:2]1[CH:3]=[C:4]([CH:5]=[C:6]([Cl:8])[CH:7]=1)[O:9][Si:18]([CH:23]([CH3:25])[CH3:24])([CH:20]([CH3:22])[CH3:21])[CH:15]([CH3:17])[CH3:16]

参加物

6

反応物 4

HCID 795ImidazoleHCID 6228DimethylformamideHCID 115713,5-DichlorophenolHCID 139400Triisopropylsilyl chloride

生成物 1

HCID 21594466(3,5-Dichlorophenoxy)tris(propan-2-YL)silane収率 97.4%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

To a mixture of 3,5-dichlorophenol (16.3 g, 100 mmol), imidazole (14.98 g, 220 mmol), and triisopropylchlorosilane (21.21 g, 110 mmol) was added DMF (200 mL) at room temperature. The resulting brown solution was stirred for 15 h and then it was diluted with water (500 mL). The organic compound was extracted into ethyl acetate (2×100 mL) and the combined organic layer was washed with brine solution and dried over anhydrous MgSO4. Filtration and concentration gave the crude residue which was purified using an ISCO (400 g) column chromatography to obtain 31.1 g (97%) of (3,5-dichlorophenoxy)-triisopropylsilane as a colorless oil. EI(+)-HRMS m/e calcd. for C15H24Cl2OSi (M)+ 318.0973, obsd. 318.0971.

後処理

  1. extractionThe organic compound was extracted into ethyl acetate (2×100 mL)
  2. washthe combined organic layer was washed with brine solution
  3. dry with materialdried over anhydrous MgSO4
  4. filtrationFiltration and concentration
  5. customgave the crude residue which
  6. customwas purified

出典と根拠

ORDレコード
ord-a17d2cdcd2c949aab7f4b4f023a6eabf
出典データセット
uspto-grants-2016_09
特許番号
US09447035B2

関連ノート

読み込み中…