3,7-Dimethyloctyl trichlorosilane → 3,7-Dimethyloctyl-n-hexyl-dichlorosilane

HRID 1504248Notes

Reaction equation

HRID 1504248 reaction equation
[CH3:1][CH:2]([CH2:9][CH2:10][CH2:11][CH:12]([CH3:14])[CH3:13])[CH2:3][CH2:4][Si:5]([Cl:8])([Cl:7])Cl.[CH2:15]([Mg]Br)[CH2:16][CH2:17][CH2:18][CH2:19][CH3:20]>O1CCCC1>[CH3:1][CH:2]([CH2:9][CH2:10][CH2:11][CH:12]([CH3:13])[CH3:14])[CH2:3][CH2:4][Si:5]([CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20])([Cl:7])[Cl:8]

Participants

4

Reactant 2

HCID 1240151143,7-Dimethyloctyl trichlorosilaneHCID 178444609HCID 178444609, compound

Product 1

HCID 1232579153,7-Dimethyloctyl-n-hexyl-dichlorosilaneYield 73%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Tetrahydrofuran (50 ml) and 3,7-dimethyloctyl trichlorosilane (11.0 g, 40.0 mmol) were placed in a 200 mL four-necked flask in a nitrogen atmosphere, and cooled to −20° C. n-hexyl magnesium bromide (Sigma-Aldrich Co. LLC., 2.0 M, 21 ml) was added dropwise, and the mixture was agitated for 1 hour at 10° C. or less. The temperature was raised gradually to room temperature over the course of about 1 hour, and the mixture was left standing overnight. The precipitated salt was filtered out, the tetrahydrofuran was removed by concentration under reduced pressure, and distillation under reduced pressure was performed to obtain the target 3,7-dimethyloctyl-n-hexyl-dichlorosilane (Compound G18) (127-130° C./0.26 Torr, 9.5 g, yield 73%).

Workup

  1. additionwas added dropwise
  2. waitthe mixture was left
  3. waitstanding overnight
  4. filtrationThe precipitated salt was filtered out
  5. customthe tetrahydrofuran was removed by concentration under reduced pressure, and distillation under reduced pressure

Sources & evidence

ORD record
ord-90a5aacc3129407d8777abe56f9a0da3
Source dataset
uspto-grants-2015_12
Patent number
US09212254B2

Reaction notes

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