Chlorotrimethylsilane → Sec-butoxy cyclopentyl dimethoxysilane

HRID 6445

Reaction equation

HRID 6445 reaction equation
[CH:1]1([Si:6](OC)([O:9][CH3:10])[O:7][CH3:8])[CH2:5][CH2:4][CH2:3][CH2:2]1.[CH:13]([OH:17])([CH2:15][CH3:16])[CH3:14].C[Si](C)(C)Cl>C[O-].[Na+]>[CH:13]([O:17][Si:6]([CH:1]1[CH2:5][CH2:4][CH2:3][CH2:2]1)([O:9][CH3:10])[O:7][CH3:8])([CH2:15][CH3:16])[CH3:14]

Participants

5

Reactant 3

HCID 6397ChlorotrimethylsilaneHCID 6568(+-)-2-ButanolHCID 9855701Cyclopentyltrimethoxysilane

Product 1

HCID 18925834Sec-butoxy cyclopentyl dimethoxysilaneYield 84.3%

Reagents, catalysts & solvents 1

HCID 10942334Sodium MethoxideCatalyst

Procedure

In a 100 ml three-neck flask provided with a magnetic stirrer were charged 10.3 g (0.0542 mole) of cyclopentyl trimethoxysilane, 40.3 g (0.543 mole) of sec-butyl alcohol and 33.7 mg (0.625 m mole) of sodium methoxide, which were then reacted with each other at room temperature for 2 hours under stirring. Then, trimethylchlorosilane was added to neutralize the alkali. Then, 10.6 g (0.0457 mole) of sec-butoxy cyclopentyl dimethoxysilane were obtained by vacuum distillation. Its structure was confirmed as in Example 1. FIGS. 1 and 2 are charts of 1H-NMR and IR, respectively. The yield was 84%.

Workup

  1. customIn a 100 ml three-neck flask provided with a magnetic stirrer
  2. customwere then reacted with each other at room temperature for 2 hours

Sources & evidence

ORD record
ord-10db705dac8b406da8c9efae3471dda0
Source dataset
uspto-grants-1993_09
Patent number
US05248803

Linked notes

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