Tert-Butylamine → 1-(bromomethyl)-N-(1,1-dimethylethyl)-1,1-dimethylsilanamine

HRID 1387654Notes

Reaction equation

HRID 1387654 reaction equation
[Br:1][CH2:2][Si:3](Cl)([CH3:5])[CH3:4].[C:7]([NH2:11])([CH3:10])([CH3:9])[CH3:8]>CCOCC>[Br:1][CH2:2][Si:3]([CH3:5])([CH3:4])[NH:11][C:7]([CH3:10])([CH3:9])[CH3:8]

Participants

4

Reactant 2

HCID 6385Tert-ButylamineHCID 85476Silane, (bromomethyl)chlorodimethyl-

Product 1

HCID 180000441-(bromomethyl)-N-(1,1-dimethylethyl)-1,1-dimethylsilanamineYield 93%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

To a stirred solution of 10.00 g (53.32 mmol) of (bromomethyl)chlorodimethylsilane in 200 ml, of diethylether a solution of 7.80 g (106.64 mmol) of t-butyl amine in 10 mL of ether was added. A white solid deposited instantaneously. The reaction mixture was stirred overnight, filtered through a medium frit and the solvent was removed under reduced pressure to give 11.06 g of colorless liquid. Yield 93 percent.

Workup

  1. filtrationfiltered through a medium frit
  2. customthe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-affda961a3a0478f98223a0d82b9e140
Source dataset
uspto-grants-2001_07
Patent number
US06268444B1

Reaction notes

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