Pentachlorophenol → 3-Aminopropyldiethoxypentachlorophenoxysilane

HRID 1995252Notes

Reaction equation

HRID 1995252 reaction equation
[Cl:1][C:2]1[C:7]([OH:8])=[C:6]([Cl:9])[C:5]([Cl:10])=[C:4]([Cl:11])[C:3]=1[Cl:12].[NH2:13][CH2:14][CH2:15][CH2:16][Si:17](OCC)([O:21][CH2:22][CH3:23])[O:18][CH2:19][CH3:20]>C(Cl)(Cl)Cl.C(N(CC)CC)C>[NH2:13][CH2:14][CH2:15][CH2:16][Si:17]([O:21][CH2:22][CH3:23])([O:18][CH2:19][CH3:20])[O:8][C:7]1[C:2]([Cl:1])=[C:3]([Cl:12])[C:4]([Cl:11])=[C:5]([Cl:10])[C:6]=1[Cl:9]

Participants

5

Reactant 2

HCID 992PentachlorophenolHCID 13521(3-Aminopropyl)triethoxysilane

Product 1

HCID 204880643-Aminopropyldiethoxypentachlorophenoxysilane

Reagents, catalysts & solvents 2

HCID 6212ChloroformSolventHCID 8471TriethylamineSolvent

Procedure

In a 250 ml three-necked flask equipped with magnetic stirrer, reflux condenser and dropping funnel, 26.6 g of pentachlorophenol is placed for dissolving in 70 ml of chloroform and 50 ml of triethylamine. Over a period of 10 minutes, 22.1 g of 3-aminopropyltriethoxysilane is added, drop by drop, with refluxing and stirring. After three hours of boiling and stirring, the clear solution is concentrated by distilling out the chloroform, the ethanol that is formed, and most of the triethylamine, and the product is carefully precipitated with 130 ml of pentane, with stirring. It is washed thrice with pentane and decanted, then dried in a high vacuum at about 60° C. 41 g of a finely divided 3-aminopropyldiethoxypentachlorophenoxysilane is obtained having a melting point of 122° C.

Workup

  1. customIn a 250 ml three-necked flask equipped with magnetic stirrer
  2. temperaturereflux condenser
  3. temperaturedrop by drop, with refluxing
  4. waitAfter three hours of boiling
  5. stirringstirring
  6. concentrationthe clear solution is concentrated
  7. distillationby distilling out the chloroform
  8. customthe ethanol that is formed
  9. custommost of the triethylamine, and the product is carefully precipitated with 130 ml of pentane
  10. stirringwith stirring
  11. washIt is washed thrice with pentane
  12. customdecanted
  13. customdried in a high vacuum at about 60° C

Sources & evidence

ORD record
ord-104c5fa891f34ff6a83780c51b0f44f6
Source dataset
uspto-grants-1983_09
Patent number
US04404014

Reaction notes

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