Bromoacetic Acid → 2-Bromo-N-[3-(trimethoxysilyl)propyl]acetamide

HRID 2085006Notes

Reaction equation

HRID 2085006 reaction equation
[Br:1][CH2:2][C:3]([OH:5])=O.[CH3:6][O:7][Si:8]([O:15][CH3:16])([O:13][CH3:14])[CH2:9][CH2:10][CH2:11][NH2:12]>Cl.CN(C)CCCN=C=NCC.C(Cl)Cl>[CH3:6][O:7][Si:8]([O:13][CH3:14])([O:15][CH3:16])[CH2:9][CH2:10][CH2:11][NH:12][C:3](=[O:5])[CH2:2][Br:1]

Participants

5

Reactant 2

HCID 6227Bromoacetic AcidHCID 83756Aminopropyltrimethoxysilane

Product 1

HCID 224811332-Bromo-N-[3-(trimethoxysilyl)propyl]acetamide

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideSolvent

Procedure

Binder DNA oligonucleotide-derivatized porous silicon films were employed to test the selectivity and limits of detection of a contemplated sensor. For attachment of DNA, a trimethoxy-3-bromoacetamido-propylsilane linker was synthesized by reaction of bromoacetic acid with trimethoxy-(3-aminopropyl)silane in the presence of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide-hydrochloride in methylene chloride as solvent The linker product was purified by column chromatography on silica gel. The oxidized porous silicon samples were then contacted with a toluene solution of the linker for 2 hours. The resulting linker-bound substrate was thoroughly rinsed with pure toluene and methylene chloride, and dried for about 18 hours under reduced pressure.

Workup

  1. customwas purified by column chromatography on silica gel
  2. washThe resulting linker-bound substrate was thoroughly rinsed with pure toluene and methylene chloride
  3. customdried for about 18 hours under reduced pressure

Sources & evidence

ORD record
ord-25b867a6a8704eb29a9e46e8b1b7a437
Source dataset
uspto-grants-2004_04
Patent number
US06720177B2

Reaction notes

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