Dipropylamine → HCID 131734487, compound

HRID 590552Notes

Reaction equation

Cl[SiH:2]([CH2:5][CH3:6])[CH2:3][CH3:4].[CH2:7]([NH:10][CH2:11][CH2:12][CH3:13])[CH2:8][CH3:9]>>[CH2:7]([N:10]([SiH:2]([CH2:5][CH3:6])[CH2:3][CH3:4])[CH2:11][CH2:12][CH3:13])[CH2:8][CH3:9]

Participants

Reactant 2

HCID 8902Dipropylamine

HCID 519214Silane, chlorodiethyl-

Product 1

HCID 131734487HCID 131734487, compoundYield 78.5%

Procedure

Traditional method to make organoaminocarbosilane: Chlorodiethysilane (18.5 g, 151 mmol) was added dropwise to a stirred solution of di-n-propylamine (32.1 g, 317 mmol) in hexanes (250 mL) at −15° C. The resulting white slurry was allowed to warm to room temperature while stirring. The white solids were removed by filtration and the colorless filtrate was purified by vacuum distillation to obtain 22.2 g of N,N-di-n-propylaminodiethylsilane. GC-MS showed the following peaks: 187 (M+), 172 (M-15), 158, 144, 130, 116, 100, 87, 72. This product was determined after hydrolysis to contain 537 ppm chloride.

Workup

customThe white solids were removed by filtration
distillationthe colorless filtrate was purified by vacuum distillation

Sources & evidence

ORD record: ord-7138fc4acaab4aabb74989486e5b3e2e
Source dataset: uspto-grants-2016_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09233990B2

Reaction notes

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