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US5294727A Expired / Lapsed US ⏱️ 0.0 years remaining

Method for preparing tertiary hydrocarbon-silyl compounds

Assignee: Shin-Etsu Chemical Co Ltd
•
Filing: 1992-11-12
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Granted: 1994-03-15
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Expires: 2012-11-12
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Abstract

Abstract A method for preparing a tertiary hydrocarbon-silyl compound comprises the step of reacting a grignard reagent represented by the general formula: R 1 MgX 1 (wherein R 1 represents a tertiary hydrocarbon group and X 1 is a halogen atom) with a silicon atom-containing compound represented by the general formula: X 2 m R 2 n SiH 4-m-n (wherein X 2 is a halogen atom and may be identical to or different from X 1 ; R 2 is a monovalent hydrocarbon group; m is 1, 2 or 3; and n is 0, 1 or 2, provided that m+n is not more than 3 and that if n is 2, R 2 's may be identical to or different from one another) in an aprotic inert organic solvent in the presence of a copper compound and/or a quaternary ammonium salt. According to this method, the tertiary hydrocarbon-silyl compounds can industrially efficiently and rapidly produced in high yields.

Inventors

  • 👤 Tohru Kubota
  • 👤 Toshinobu Ishihara
  • 👤 Mikio Endo

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-09 05:18
CPC Classifications
C; C07; C07F; C07F7/00; C07F7/02; C07F7/08; C07F7/12; C07F7/121; C07F7/122; C07F7/0801; C07F7/0896

Claims Analysis

Total Claims: 4
Claim 1
Independent Claim 161 words
A method for preparing a tertiary hydrocarbon-silyl compound of the formula X.sub.m-1 R.sup.1 R.sup.2 SiH.sub.4-m-n wherein X is a halogen atom; R 1 is a tertiary hydrocarbon group; R 2 is a monovalent hydrocarbon group; m is 1, 2, or 3; and n is 0, 1, or 2, with the provisos that m+n is not more than 3 and if n is 2, the two R 2 s may be the same or different, the method comprising reacting a Grignard reagent of the formula R.sup.1 MgX.sup.1 wherein R 1 is as previously defined and X 1 is a halogen atom which may be the same as or different from X with a silicon-atom containing compound of the formula X.sub.m R.sup.2.sub.n SiH.sub.4-m-n wherein X, R 2 , m and n are as previously defined in an aprotic solvent in the presence of a catalytic amount of a catalyst selected from the group consisting of a copper compound and a quaternary ammonium salt.
Claim 2
Independent Claim 161 words
A method for preparing a tertiary hydrocarbon-silyl compound of the formula X.sub.m-1 R.sup.1 R.sup.2 SiH.sub.4-m-n wherein X is a halogen atom; R 1 is a tertiary hydrocarbon group; R 2 is a monovalent hydrocarbon group; m is 1, 2, or 3; and n is 0, 1, or 2, with the provisos that m+n is not more than 3 and if n is 2, the two R 2 s may be the same or different, the method comprising reacting a Grignard reagent of the formula R.sup.1 MgX.sup.1 wherein R 1 is as previously defined and X 1 is a halogen atom which may be the same as or different from X with a silicon-atom containing compound of the formula X.sub.m R.sup.2.sub.n SiH.sub.4-m-n wherein X, R 2 , m and n are as previously defined in an aprotic solvent in the presence of a catalytic amount of a catalyst selected from the group consisting of a copper compound and a quaternary ammonium salt.
Claim 3
Dependent Claim 35 words
The method of claim 1 wherein the copper compound is selected from the group consisting of cuprous chloride, cupric chloride, cuprous bromide, cupric bromide, copper iodide, copper cyanide, Li 2 CuCl 4 , and LiCu(CN)Cl.
Claim 4
Dependent Claim 26 words
The method of claim 1 wherein the quaternary ammonium salt is selected from the group consisting of tetrabutylammonium chloride, tetrabutylammonium bromide, tri-n-octylmethylammonium chloride, and tetramethylammonium sulfate.

References Cited (Backward Citations)

US1963935A Cited
US2671795A Cited
US2813886A Cited
US4059607A Cited
US4593112A Cited
EP0405560A2 Cited
US5068386A Cited

USPTO Annuity & Maintenance Windows

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3.5 Years (Year 4) 1997-03-14 1997-09-13 1998-03-15 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 2001-03-14 2001-09-13 2002-03-15 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2005-03-14 2005-09-13 2006-03-15 $7700.00 Window Closed / Lapsed

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