Water → (E)-3,3-dimethyl-N-(trimethylsilylmethyl)butan-1-imine

HRID 909005

Reaction equation

HRID 909005 reaction equation
[NH2:1][CH2:2][Si:3]([CH3:6])([CH3:5])[CH3:4].[CH3:7][C:8]([CH3:13])([CH3:12])[CH2:9][CH:10]=O.O>ClCCl>[CH3:7][C:8]([CH3:13])([CH3:12])[CH2:9]/[CH:10]=[N:1]/[CH2:2][Si:3]([CH3:6])([CH3:5])[CH3:4]

Participants

5

Reactant 3

HCID 962WaterHCID 763353,3-DimethylbutanalHCID 874881-(Trimethylsilyl)methylamine

Product 1

HCID 58222849(E)-3,3-dimethyl-N-(trimethylsilylmethyl)butan-1-imineYield 97.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of (aminomethyl)trimethylsilane (Fluka) (1.03 g, 10 mmol) in dichloromethane (20 mL) was added 3,3-dimethyl-butyraldehyde (Aldrich) (1.0 g, 10 mmol). The reaction mixture was stirred at room temperature for 3 h. Water was added. The organic layer was separated, washed with brine, dried over MgSO4, and concentrated to give [3,3-dimethyl-but-(E)-ylidene]-trimethylsilanylmethyl-amine as a colorless oil (1.8 g, 97%).

Workup

  1. customThe organic layer was separated
  2. washwashed with brine
  3. dry with materialdried over MgSO4
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-4a11f2a0381e45a9a17185ffee7a25dc
Source dataset
uspto-grants-2011_09
Patent number
US08017607B2

Linked notes

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