1,1,1-Trichloroethane → HCID 19870730, compound

HRID 330043Notes

Reaction equation

HRID 330043 reaction equation
Cl[CH2:2][CH2:3][CH2:4][Si:5]([O:10][CH3:11])([O:8][CH3:9])[O:6][CH3:7].ClC(Cl)(Cl)C.[NH2:17][CH2:18][CH2:19][N:20]1[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]1>>[CH3:7][O:6][Si:5]([O:10][CH3:11])([O:8][CH3:9])[CH2:4][CH2:3][CH2:2][NH:17][CH2:18][CH2:19][N:20]1[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]1

Participants

4

Reactant 3

HCID 62781,1,1-TrichloroethaneHCID 8795AminoethylpiperazineHCID 624493-(Trimethoxysilyl)propyl chloride

Product 1

HCID 19870730HCID 19870730, compoundYield 93.7%

Conditions

Temperature
80 °C

Procedure

A one-liter, four-necked flask was equipped with a thermometer, a condensor, an inlet tube for nitrogen gas and an outlet tube for vent gases. Chloropropyltrimethoxysilane (198.72 g) was introduced into the flask, together with 50 g of anhydrrous 1,1,1-trichloroethane and 86.14 g of 1-(2-aminoethyl)- piperazine. The mixture was heated to 80° C. with continuous agitation for four hours and then cooled to room temperature. The reaction mixture was rapidly filtered to collect the 1-(2-aminoethyl)piperazine hydrochloride salt which had formed. The filtrate was distilled to yield 182 g of 1-[2-[3-(trimethoxysilyl)- propyl]aminoethyl]piperazine, bp 120°-143° C. at 10 mm Hg (69 kPa) as a pale yellow oil. The yield corresponded to 64% of theoretical. This material was used as an accelerator and adhesion promoter in the sealant compositions of this invention as detailed below in Example 5.

Workup

  1. customA one-liter, four-necked flask was equipped with a thermometer
  2. temperaturecooled to room temperature
  3. filtrationThe reaction mixture was rapidly filtered
  4. customto collect the 1-(2-aminoethyl)piperazine hydrochloride salt which
  5. customhad formed
  6. distillationThe filtrate was distilled

Sources & evidence

ORD record
ord-39c6317c5707453a909d17deca4fcb0d
Source dataset
uspto-grants-1990_01
Patent number
US04894426

Reaction notes

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