Diethylamine → HCID 123172080, compound

HRID 2273169Notes

Reaction equation

HRID 2273169 reaction equation
[C:1]([N-:5][CH:6]=[CH:7][N-:8][C:9]([CH3:12])([CH3:11])[CH3:10])([CH3:4])([CH3:3])[CH3:2].[Li+].[Li+].[Li].Cl[SiH:17](Cl)Cl.[CH2:20]([NH:22][CH2:23][CH3:24])[CH3:21]>CCCCCC.O1CCCC1>[C:9]([N:8]1[CH:7]=[CH:6][N:5]([C:1]([CH3:3])([CH3:4])[CH3:2])[SiH:17]1[N:22]([CH2:23][CH3:24])[CH2:20][CH3:21])([CH3:12])([CH3:11])[CH3:10]

Participants

7

Reactant 4

HCID 8021DiethylamineHCID 24811TrichlorosilaneHCID 3028194LithiumHCID 72325861HCID 72325861, compound

Product 1

HCID 123172080HCID 123172080, compoundYield 60%

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 8058HexaneSolvent2×

Procedure

In an argon atmosphere, a dilithium(N,N′-di-tert-butyl-1,2-vinylenediaminide) solution prepared by using 32.00 g of tBuNCHCHNtBu, 50 mL of tetrahydrofuran, 150 mL of hexane and 2.67 g of lithium according to the procedure described in Reference Example-9 was added to a hexane (120 mL) solution containing 25.20 g (186.0 mmol) of trichlorosilane, and the mixture was stirred at room temperature for 4 hours. To this reaction mixture, 30.00 g (410.2 mmol) of diethylamine was added, and the mixture was stirred at room temperature for 5 hours. Insoluble matters produced were separated by filtration, and the solvent was removed by distillation from the filtrate under atmospheric pressure. The obtained residue was distilled under reduced pressure (distillation temperature: 102° C./4.0×102 Pa) to obtain 1,3-di-tert-butyl-2-diethylamino-1,3-diaza-2-silacyclopent-4-ene (Si(tBuNCHCHNtBu)(H)NEt2) as a pale yellow liquid (yielded amount: 30.29 g, yield: 60%).

Workup

  1. stirringthe mixture was stirred at room temperature for 5 hours
  2. customInsoluble matters produced
  3. customwere separated by filtration
  4. customthe solvent was removed by distillation from the filtrate under atmospheric pressure
  5. distillationThe obtained residue was distilled under reduced pressure (distillation temperature: 102° C./4.0×102 Pa)
  6. customto obtain

Sources & evidence

ORD record
ord-75eac1664d8c4cf780aa8616ffe51e93
Source dataset
uspto-grants-2015_09
Patent number
US09120825B2

Reaction notes

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