Aminopropyltrimethoxysilane → HCID 14388383, compound

HRID 2231342Notes

Reaction equation

HRID 2231342 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][Si:5](OC)([O:8][CH3:9])[O:6][CH3:7].CO.[C:14]([OH:18])([CH3:17])([CH3:16])[CH3:15]>C(O)(C)(C)C>[NH2:1][CH2:2][CH2:3][CH2:4][Si:5]([O:18][C:14]([CH3:17])([CH3:16])[CH3:15])([O:8][CH3:9])[O:6][CH3:7]

Participants

4

Reactant 2

HCID 83756Aminopropyltrimethoxysilane2×HCID 19609033Methanol tert-butyl alcohol

Product 1

HCID 14388383HCID 14388383, compoundYield 94%

Reagents, catalysts & solvents 1

HCID 6386tert-ButanolSolvent3×

Procedure

Into a 500 ml 3-necked flask equipped with a magnetic stirrer, heating mantle, thermometers, a 12 in. distilling column packed with 1/8 in. glass helices, addition funnel, distilling head and receiver was added 179.3 g (1.0 mole) of 3-aminopropyltrimethoxysilane. The flask was heated to 160° C. and from the (heated) addition funnel 160 g (2.16 moles) of t-butanol was slowly added with the simultaneous distillation of methanol/t-butanol to the receivers. The rate of addition of t-butanol was kept slow in order to maintain as high a flask temperature as possible (150°-170° C). Periodic sampling of the flask and lites for gas chromotograph analysis indicated that after 2.16 moles t-butanol had been added, approximately an 80% conversion of 3-aminopropyltrimethoxysilane to Compound A* had been achieved. Distillation of this material with four cuts (94°-100° C. at 20 mm Hg) produced 100 g of 94% pure aminopropyl-t-butoxydimethoxysilane (combined cuts 2, 3, 4). Cut one, enriched in 3-aminopropyltrimethoxysilane was 30 grams.

Workup

  1. customInto a 500 ml 3-necked flask equipped with a magnetic stirrer
  2. temperatureheating mantle
  3. distillationdistilling column
  4. additionglass helices, addition funnel
  5. distillationdistilling head and receiver
  6. temperatureto maintain as high a flask temperature as possible (150°-170° C)
  7. aliquotPeriodic sampling of the flask and lites for gas chromotograph analysis
  8. additionhad been added
  9. distillationDistillation of this material with four cuts (94°-100° C. at 20 mm Hg)

Sources & evidence

ORD record
ord-3768c0e51c2143c2bac031a033bd372b
Source dataset
uspto-grants-1988_11
Patent number
US04782102

Reaction notes

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