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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 33724Erstellt: 25. Oktober 2026

Dichloromethane → Ammonia dichloromethane

https://huagongshe.com/reaction/33724

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDichloromethaneHCID 6344—
EduktDiethylethanolamineHCID 7497—
EduktTriphenylphosphineHCID 11776—
EduktDi-tert-butyl diazene-1,2-dicarboxylateHCID 6034084—
Edukt4-Piperidin-1-ylmethyl-phenolHCID 11636972—
ProduktDiethyl-[2-(4-piperidin-1-ylmethyl-phenoxy)-ethyl]-amineHCID 11808427—
ProduktAmmonia dichloromethaneHCID 227314293%

Reaktionsschritte

A suspension of the product of Example 17 (176 mg), 2-Diethylamino-ethanol (0.12 mL), and polymer supported triphenylphosphine (613 mg; loading: 3 mmol/g) in DCM (5 mL) was treated with di-tert-butylazodicarboxylate (316 mg). After 2 h, the resulting mixture was filtered, and the filtrate was evaporated. Chromatography of the residue (3% 2 M methanolic ammonia/DCM) gave the title compound as a pale yellow oil (37 mg). 1H NMR (400 MHz, CDCl3): 7.20 (d, J=8.8 Hz, 2H), 6.84 (d, J=8.6 Hz, 2H), 4.03 (t, J=6.5 Hz, 2H), 3.40 (s, 2H), 2.87 (t, J=6.5 Hz, 2H), 2.63 (q, J=7.0 Hz, 4H), 2.35 (br s, 4H), 1.59-1.52 (m, 4H), 1.46-1.37 (m, 2H), 1.07 (t, J=7.1 Hz, 6H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07429586B2
Quelldatensatzuspto-grants-2008_09
ORD IDord-9009b5b4fb8d4ce49b26ebb66249c190
Quellennotizuspto-grants-2008_09