Aminopropyltrimethoxysilane → HCID 131721809, compound

HRID 1872913Notes

Reaction equation

HRID 1872913 reaction equation
NCCC[Si:5](OC)(OC)OC.C(OCC)(=O)/C=C\C(OCC)=O.C([O:26][C:27](=[O:46])[C@H:28]([CH2:40][C:41]([O:43]CC)=[O:42])[NH:29]CCC[Si](OC)(OC)OC)C>>[NH2:29][C@H:28]([C:27]([OH:46])=[O:26])[CH2:40][C:41]([OH:43])=[O:42].[SiH4:5]

Participants

4

Reactant 3

HCID 83756AminopropyltrimethoxysilaneHCID 5271566Diethyl MaleateHCID 15390519Diethyl N-[3-(trimethoxysilyl)propyl]-L-aspartate

Product 1

HCID 131721809HCID 131721809, compound

Conditions

Temperature
25 °C

Procedure

8.27 equiv. of 3-aminopropyltrimethoxysilane were added to a 5 liter flask fitted with agitator, thermocouple, nitrogen inlet and addition funnel with condenser. 8.27 equiv. of diethyl maleate were added dropwise through the addition funnel over a period of 2 hours. The temperature of the reactor was maintained at 25° C. during the addition. The reactor was maintained at 25° C. for an additional 5 hours at which time the product was poured into glass containers and sealed under a blanket of nitrogen. After one week the unsaturation number was 0.6 indicating the reaction was ~99% complete. The resulting N-(3-trimethoxysilylpropyl) aspartic acid diethyl ester had a viscosity at 25° C. of 11 mPa.s.

Workup

  1. customfitted with agitator
  2. additionthermocouple, nitrogen inlet and addition funnel with condenser
  3. temperatureThe reactor was maintained at 25° C. for an additional 5 hours at which time the product
  4. additionwas poured into glass containers
  5. customsealed under a blanket of nitrogen
  6. waitAfter one week the unsaturation number was
  7. customat 25° C.

Sources & evidence

ORD record
ord-ba8d65cc30b94cb99ed2f95136ca0f8b
Source dataset
uspto-grants-2000_08
Patent number
US06111010

Reaction notes

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