Dichlorodimethylsilane → Chloro-dimethyl-(2-phenylethynyl)silane

HRID 1441196Notes

Reaction equation

HRID 1441196 reaction equation
[C:1]1([C:7]#[C:8][Li])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C([Li])CCC.C1(C#C)C=CC=CC=1.[CH3:23][Si:24]([CH3:27])(Cl)[Cl:25]>CCCCCC.C(OCC)C>[C:1]1([C:7]#[C:8][Si:24]([CH3:27])([CH3:23])[Cl:25])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

7

Reactant 4

HCID 6398DichlorodimethylsilaneHCID 10821PhenylacetyleneHCID 178418339ButyllithiumHCID 178506790HCID 178506790, compound

Product 1

HCID 11106251Chloro-dimethyl-(2-phenylethynyl)silane

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolvent2×HCID 8058HexaneSolvent

Procedure

A suspension of phenylethynyllithium was prepared by the dropwise addition over 1 hour of 16 parts of a 1.0 mol/L solution of n-butyllithium in hexane to 23 parts of phenylacetylene dissolved in 100 parts of ethyl ether. This suspension was gradually added dropwise over a period of 1 hour to a mixture of 60 parts dimethyldichlorosilane and 100 parts ether. After removal of the lithium chloride by filtration, distillation of the filtrate yielded 30 parts phenylethynyldimethylchlorosilane.

Workup

  1. customAfter removal of the lithium chloride
  2. filtrationby filtration, distillation of the filtrate

Sources & evidence

ORD record
ord-5cfff73b796241298cdac3e280d91a11
Source dataset
uspto-grants-1996_03
Patent number
US05502229

Reaction notes

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