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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 595040Erstellt: 23. Oktober 2026

Sodium Iodide → Methyl 4-((di-tert-butoxyphosphoryloxy)methyl)benzoate

https://huagongshe.com/de/reaction/595040

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium IodideHCID 5238—
EduktMethyl 4-(bromomethyl)benzoateHCID 256687—
EduktPotassium di-tert-butyl phosphateHCID 23674467—
LösungsmittelDiethyl EtherHCID 3283—
LösungsmittelDimethylformamideHCID 6228—
ProduktMethyl 4-((di-tert-butoxyphosphoryloxy)methyl)benzoateHCID 90087888—

Reaktionsschritte

Methyl 4-(bromomethyl)benzoate (1200 mg, 5.24 mmol), potassium di-tert-butyl phosphate (1431 mg, 5.76 mmol) and sodium iodide (785 mg, 5.24 mmol) were combined in DMF (3.00 mL) under nitrogen. The reaction mixture was stirred at room temperature for 24 h. The reaction mixture was diluted with ether, washed with 10% LiCl solution and brine, then dried (MgSO4), filtered and concentrated in vacuo. The residue was purified by silica gel chromatography (hexane/EtOAc) to provide Preparation 55A (571 mg, 1.593 mmol, 30%): 1H NMR (400 MHz, CDCl3) δ 8.03 (d, J=8.4 Hz, 2H), 7.53-7.37 (m, 2H), 5.05 (d, J=7.5 Hz, 2H), 3.92 (s, 3H), 1.48 (d, J=0.4 Hz, 18H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09242941B2
Quelldatensatzuspto-grants-2016_01
ORD IDord-ddb14697f5774d0e8ba27545822bb64b
Quellennotizuspto-grants-2016_01