Aminopropyltrimethoxysilane → 2,2-Dimethoxy-1,2-azasilolidine

HRID 1707792Notes

Reaction equation

HRID 1707792 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][Si:5](OC)([O:8][CH3:9])[O:6][CH3:7].C[O-].[Na+]>>[CH3:7][O:6][Si:5]1([O:8][CH3:9])[CH2:4][CH2:3][CH2:2][NH:1]1

Participants

3

Conditions

Temperature
130 °C

Procedure

The procedure of Example 1 was repeated, except that 3-aminopropyltrimethoxysilane (113.5 grams; 0.63 moles) was used. Sodium methoxide (2.3 grams, 2 wt.%) was added. The reaction mixture was stirred and heated to 90° C. to 98° C. for 6 hours at 4-8 mm Hg, while slowly removing distillate. However gas chromatographic analysis indicated 1,1-dimethoxysila-2-azacyclopentane was not formed. The distillate consisted of >99% 3-aminopropyltrimethoxysilane. The reaction mixture was further heated to 130° C. (>10 mm Hg) but distillate analysis again indicated no five-membered ring cyclosilazane product was formed.

Workup

  1. temperatureheated to 90° C. to 98° C. for 6 hours at 4-8 mm Hg
  2. customwhile slowly removing distillate
  3. customwas not formed
  4. customwas formed

Sources & evidence

ORD record
ord-bbdfa2ea413c46d7bee3f14982899630
Source dataset
uspto-grants-1994_10
Patent number
US05354880

Reaction notes

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