Methanol → N,N,N-Triethyl-3-(trimethoxysilyl)propan-1-aminium chloride

HRID 2253740Notes

Reaction equation

HRID 2253740 reaction equation
CO.[Cl:3][CH2:4][CH2:5][CH2:6][Si:7]([O:12][CH3:13])([O:10][CH3:11])[O:8][CH3:9].[CH2:14]([N:16]([CH2:19][CH3:20])[CH2:17][CH3:18])[CH3:15]>C(O)(C)C>[Cl-:3].[CH3:9][O:8][Si:7]([CH2:6][CH2:5][CH2:4][N+:16]([CH2:19][CH3:20])([CH2:17][CH3:18])[CH2:14][CH3:15])([O:12][CH3:13])[O:10][CH3:11]

Participants

5

Reactant 3

HCID 887MethanolHCID 8471TriethylamineHCID 624493-(Trimethoxysilyl)propyl chloride

Product 1

HCID 14552288N,N,N-Triethyl-3-(trimethoxysilyl)propan-1-aminium chloride

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

A mixture of 60.0 grams of methanol, 60.0 grams of chloropropyltrimethoxysilane and 19.53 grams of triethylamine was prepared. The mixture was heated and allowed to reflux for 96 hours. A pinkish tint was observed. The mixture was vacuum stripped at 80° C. and 29 inches of Hg, for one hour. The mixture became brown in color. Upon cooling, solidified to form a crystal salt. To 8.0 grams of the product was added 2.0 grams of isopropanol wherein the salt dissolved.

Workup

  1. customwas prepared
  2. temperatureThe mixture was heated
  3. temperatureto reflux for 96 hours
  4. customstripped at 80° C.
  5. temperatureUpon cooling
  6. customsolidified to form a crystal salt
  7. dissolutiondissolved

Sources & evidence

ORD record
ord-cfdc8ac28a134c69b9215510a7035d72
Source dataset
uspto-grants-1993_08
Patent number
US05232964

Reaction notes

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