Allylamine → 2,2,4-Trimethyl-1-allyl-1-aza-2-silacyclopentane

HRID 373344

Reaction equation

HRID 373344 reaction equation
Cl[Si:2]([CH3:9])([CH3:8])[CH2:3][CH:4]([CH3:7])[CH2:5]Cl.[CH2:10]([NH2:13])[CH:11]=[CH2:12]>>[CH3:8][Si:2]1([CH3:9])[CH2:3][CH:4]([CH3:7])[CH2:5][N:13]1[CH2:10][CH:11]=[CH2:12]

Participants

3

Reactant 2

HCID 7853AllylamineHCID 86665Chloro(3-chloro-2-methylpropyl)dimethylsilane

Product 1

HCID 191071842,2,4-Trimethyl-1-allyl-1-aza-2-silacyclopentane

Procedure

1,1,4-Trimethyl-2-allyl-2-aza-silacyclopentane was prepared. Chlorodimethyl(3-chloro-2-methylpropyl)silane (100 g, 0.54 mol) was slowly added to 211.73 g (3.71 mol, 6.87 eq) of undistilled allyl amine resulting in an exothermic reaction. This reaction mixture was stirred at room temperature for 15 hours, heated to reflux at atmospheric pressure for 72 hours, and heated to 120° C. under about 50 psig pressure for 16 hours. The following GC-MS ratios shown in Table I exemplified the reactions progression and the spectra observed were as shown.

Workup

  1. temperatureheated
  2. temperatureto reflux at atmospheric pressure for 72 hours
  3. temperatureheated to 120° C. under about 50 psig pressure for 16 hours

Sources & evidence

ORD record
ord-898fd8da6c3440ab966d6e36af3519da
Source dataset
uspto-grants-1992_11
Patent number
US05162560

Linked notes

Loading…