Iodine → tert-Butyldiphenylchlorosilane

HRID 1274508

反応式

HRID 1274508 の反応式
[Mg].II.[C:4](Cl)([CH3:7])([CH3:6])[CH3:5].C([Mg]Cl)(C)(C)C.[C:15]1([Si:21]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)(Cl)[Cl:22])[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>C/C(/O)=C/C(C)=O.C/C(/O)=C/C(C)=O.[Cu].COCCOC>[C:4]([Si:21]([C:24]1[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=1)([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[Cl:22])([CH3:7])([CH3:6])[CH3:5]

参加物

8

反応物 5

HCID 807IodineHCID 6627DichlorodiphenylsilaneHCID 10486tert-BUTYL CHLORIDEHCID 5462224MagnesiumHCID 178418310HCID 178418310、化合物

生成物 1

HCID 94078tert-Butyldiphenylchlorosilane収率 85%

試薬・触媒・溶媒 2

HCID 5363992Copper, bis(2,4-pentanedionato-O,O')-, (SP-4-1)-触媒HCID 80711,2-Dimethoxyethane溶媒

反応条件

温度
70 °C

実験手順

48.6 g (2.0 mol) of magnesium filings and a spatula-tip of iodine are initially introduced into a 2 1 three-necked flask with a precision glass stirrer, straight enclosed-scale thermometer, Dimroth condenser and dropping funnel under a blanket of inert gas. By addition of 600 ml of ethylene glycol dimethyl ether and 203.7 g (2.2 mol) of tert-butyl chloride, tert-butylmagnesium chloride is prepared. Initially 5.2 g (0.02 mol) of copper(II) acetylacetonate and then, at 50° C. over 2 hours, 455.8 g (1.8 mol) of diphenyldichlorosilane are subsequently added dropwise. The internal temperature of the flask rises slightly, and the mixture is subsequently stirred at 70° C. for a further 3 hours to bring the reaction to completion. To remove the precipitated magnesium salt from the solution, the reaction mixture is filtered through a pressure suction filter maintained under an argon atmosphere. The filter cake is rinsed with ethylene glycol dimethyl ether. A concluding fractional distillation of the combined filtrates in vacuo gives 420.6 g of tert-butyldiphenylchlorosilane (85% yield, based on the diphenyldichlorosilane) as a colorless liquid in a GC purity of 92%.

後処理

  1. customis prepared
  2. customthe reaction to completion
  3. customTo remove the precipitated magnesium salt from the solution
  4. filtrationthe reaction mixture is filtered through a pressure suction
  5. filtrationfilter
  6. temperaturemaintained under an argon atmosphere
  7. washThe filter cake is rinsed with ethylene glycol dimethyl ether
  8. distillationA concluding fractional distillation of the combined filtrates in vacuo

出典と根拠

ORDレコード
ord-cbde98aec9034104afcedb1ef2902e1d
出典データセット
uspto-grants-2000_12
特許番号
US06156918

関連ノート

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