1-tert-Butoxy-6-chlorohexane → t-Butoxyhexyldichloromethylsilane

HRID 1644163Notes

Reaction equation

HRID 1644163 reaction equation
[C:1]([O:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11]Cl)([CH3:4])([CH3:3])[CH3:2].[Cl:13][C:14]([SiH3:17])(Cl)[Cl:15]>C(OCC)C>[C:1]([O:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][SiH2:17][CH:14]([Cl:15])[Cl:13])([CH3:2])([CH3:3])[CH3:4]

Participants

4

Reactant 2

HCID 132806981-tert-Butoxy-6-chlorohexaneHCID 71317501CID 71317501

Product 1

HCID 131729457t-ButoxyhexyldichloromethylsilaneYield 84%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Grignard reagent, a t-butoxyhexylmagnesium chloride solution (0.14 mol) was obtained by reacting t-butoxyhexylchloride with Mg(O) in the presence of diethyl ether (Et2O) as a solvent. Trichloromethylsilane (24.7 ml, 0.21 mol) was added to the Grignard reagent at −100° C. and the mixture was stirred at room temperature for at least 3 hours and then filtered. The filtrate was dried in a vacuum to obtain t-butoxyhexyldichloromethylsilane (yield 84%).

Workup

  1. filtrationfiltered
  2. customThe filtrate was dried in a vacuum

Sources & evidence

ORD record
ord-82fd296e1e774bcab67999943d25733d
Source dataset
uspto-grants-2012_02
Patent number
US08124557B2

Reaction notes

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