Dimethylamine → HCID 131721453, compound

HRID 1603186Notes

Reaction equation

HRID 1603186 reaction equation
[CH3:1][NH:2][CH3:3].[CH3:4][C:5]1[CH:9]([Si:10](Cl)([CH3:12])[CH3:11])[C:8]([CH3:14])=[C:7]([CH3:15])[C:6]=1[CH3:16].C1COCC1>>[CH3:1][N:2]([C:9]1([SiH:10]([CH3:12])[CH3:11])[C:8]([CH3:14])=[C:7]([CH3:15])[C:6]([CH3:16])=[C:5]1[CH3:4])[CH3:3]

Participants

4

Reactant 3

HCID 674DimethylamineHCID 8028TetrahydrofuranHCID 5045335Chlorodimethyl(2,3,4,5-tetramethyl-2,4-cyclopentadien-1-yl)silane

Product 1

HCID 131721453HCID 131721453, compound

Conditions

Temperature
15 °C

Procedure

A 250 ml roundboftom flask equipped with a condenser, stirrer, thermometer and dropping funnel with nitrogen inlet was charged with 100 ml of dimethylamine solution (2.0 M in THF, 0.20 mol) and cooled to 15° C. A solution of tetramethylcyclopentadienyl-dimethylsilylchloride in THF (10.1 g in 30 ml THF, 47 mmol) was added and the solution stirred for 16 hours allowing the temperature of the reaction mixture to rise to room temperature. A precipitate was filtered off and the solvent evaporated. The remaining residue was distilled at sub-atmospheric pressure (2.6 mbar) at 80-81° C. to obtain N,N-dimethylamino-dimethylsilyl-tetramethylcyclopentadiene (4.2 g). The product was characterized by GC, GC-MS, 13C and 1H NMR.

Workup

  1. customA 250 ml roundboftom flask equipped with a condenser, stirrer
  2. customto rise to room temperature
  3. filtrationA precipitate was filtered off
  4. customthe solvent evaporated
  5. distillationThe remaining residue was distilled at sub-atmospheric pressure (2.6 mbar) at 80-81° C.

Sources & evidence

ORD record
ord-a4fa96c36fe44614be7de793a5961c39
Source dataset
uspto-grants-1999_11
Patent number
US05986029

Reaction notes

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