1-Butanol → Butoxytrimethylsilane

HRID 898068Notes

Reaction equation

HRID 898068 reaction equation
Cl[Si:2]([CH3:5])([CH3:4])[CH3:3].[CH2:6]([OH:10])[CH2:7][CH2:8][CH3:9].CN1C=CN=C1>>[CH3:3][Si:2]([CH3:5])([CH3:4])[O:10][CH2:6][CH2:7][CH2:8][CH3:9]

Participants

4

Reactant 3

HCID 2631-ButanolHCID 13901-MethylimidazoleHCID 6397Chlorotrimethylsilane

Product 1

HCID 519537ButoxytrimethylsilaneYield 89.4%

Conditions

Temperature
20 °C

Procedure

4.40 g (40.5 mmol) of chlorotrimethylsilane were added dropwise while stirring at 0° C. to a solution of 3.00 g (40.5 mmol) of 1-butanol and 11.1 g (135 mmol) of 1-methylimidazole. The reaction mixture was stirred at from 0 to 5° C. for a further 15 min and at 20° C. for 15 min to form a liquid biphasic mixture. Removal of the upper phase gave 5.30 g (theory: 5.93 g) of 1-trimethylsilyloxybutane as a colorless oil having a purity of 90% (GC).

Workup

  1. customto form a liquid biphasic mixture
  2. customRemoval of the upper phase

Sources & evidence

ORD record
ord-3655d3d3dbb5460cae911ea3370b3f19
Source dataset
uspto-grants-2008_04
Patent number
US07351339B2

Reaction notes

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