2,6-Lutidine → (3,5-Dichlorophenoxy)tris(propan-2-YL)silane

HRID 1043488

反応式

HRID 1043488 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(C)=CC=CC=1C.O([Si:26]([CH:33]([CH3:35])[CH3:34])([CH:30]([CH3:32])[CH3:31])[CH:27]([CH3:29])[CH3:28])S(C(F)(F)F)(=O)=O>C(Cl)Cl>[Cl:1][C:2]1[CH:3]=[C:4]([CH:5]=[C:6]([Cl:8])[CH:7]=1)[O:9][Si:26]([CH:33]([CH3:35])[CH3:34])([CH:30]([CH3:32])[CH3:31])[CH:27]([CH3:29])[CH3:28]

参加物

5

反応物 3

HCID 79372,6-LutidineHCID 115713,5-DichlorophenolHCID 2724529Triisopropylsilyl trifluoromethanesulfonate

生成物 1

HCID 21594466(3,5-Dichlorophenoxy)tris(propan-2-YL)silane収率 91.3%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
0 °C

実験手順

To a solution of 3,5-dichloro-phenol (5.9 g, 36 mmol) in methylene chloride (50 mL) was added 2,6-lutidine (8.38 mL, 72.4 mmol) and triisopropylsilyl triflate (9.7 mL, 36 mmol) at 0° C. The resulting mixture was stirred at 0° C. for 4 h. The reaction was quenched with 0.1 N HCl and diluted with ethyl acetate. The organic solution was washed with brine, dried over Na2SO4 and concentrated in vacuo. The residue was purified with flash chromatography (5% ethyl acetate/hexanes) to give the desired product as a colorless oil (10.5 g, 91%). 1H NMR (400 MHz, CDCl3): δ 6.95 (t, J=1.8 Hz, 1H), 6.76 (d, J=1.8 Hz, 2H), 1.26 (m, 3H), 1.09 (d, J=7.0 Hz, 18H).

後処理

  1. customThe reaction was quenched with 0.1 N HCl
  2. additiondiluted with ethyl acetate
  3. washThe organic solution was washed with brine
  4. dry with materialdried over Na2SO4
  5. concentrationconcentrated in vacuo
  6. customThe residue was purified with flash chromatography (5% ethyl acetate/hexanes)

出典と根拠

ORDレコード
ord-a337ba3aecfb4b9eb480244c81af7ac3
出典データセット
uspto-grants-2013_10
特許番号
US08563541B2

関連ノート

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