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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2093242Erstellt: 27. Oktober 2026

Tetrabutylammonium Fluoride → [2-(2-Hydroxyethoxy)ethoxy]methylcarbamic acid tert-butyl ester

https://huagongshe.com/reaction/2093242

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTetrabutylammonium FluorideHCID 2724141—
EduktO-{2-[2-(tert-Butyl-diphenyl-silanyloxy)-ethoxy]-ethyl}-N-methyl-N-BOC-hydroxylamineHCID 86643773—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt[2-(2-Hydroxyethoxy)ethoxy]methylcarbamic acid tert-butyl esterHCID 86643775—

Reaktionsschritte

TBAF (6.78 mL, 6.78 mmol) was added to O-{2-[2-(tert-Butyl-diphenyl-silanyloxy)-ethoxy]-ethyl}-N-methyl-N-BOC-hydroxylamine (d) (3 g, 6.33 mmol) dissolved in dry THF (15 mL). The reaction was stirred over night. The THF was evaporated off and the residue was dissolved in DCM and washed with NH4Cl (saturated) (40 mL), water and brine. The organic phase was dried (MgSO4) and evaporated off. The residue was purified using flash chromatography on a Companion Combiflash 40 g column (Gradient MeOH 0-5% over 20 minutes in DCM. Structure confirmed by NMR.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08444955B2
Quelldatensatzuspto-grants-2013_05
ORD IDord-65ceeeb5788c4d60a7f0d86a84da181c
Quellennotizuspto-grants-2013_05