Methoxymethyl-triphenylphosphonium chloride → HCID 69615387, Verbindung

Temperatur

-78 °C

KHMDS (2.4 mmol, 4.8 mL of a 0.5 M solution in toluene) was added dropwise to a vigorously stirred suspension of (methoxymethyl)triphenylphosphonium chloride (771 mg, 2.25 mmol) in anhydrous THF (8 mL), at −78° C. under N2. The resulting orange suspension was stirred at −78° C. for 45 min. Then, a solution of 1-(2,6-difluorobenzyl)-2,6-dimethyl-3-bromo-5-formyl-4-pyridone (534 mg, 1.50 mmol) in THF (8 mL) was added dropwise and the reaction was allowed to warm slowly to room temperature. After 1 h at room temperature, the reaction was quenched with an aqueous saturated solution of NaHCO3. The organics were extracted with EtOAc (50 mL), the organic layer was separated, washed with H2O and brine, dried over MgSO4, filtered and evaporated under vacuum. The crude residue was utilized in the next step. LRMS m/z 384.0 (M+−1), 386.0 (M++1).

1. temperatureto warm slowly to room temperature
2. waitAfter 1 h at room temperature
3. customthe reaction was quenched with an aqueous saturated solution of NaHCO3
4. extractionThe organics were extracted with EtOAc (50 mL)
5. customthe organic layer was separated
6. washwashed with H2O and brine
7. dry with materialdried over MgSO4
8. filtrationfiltered
9. customevaporated under vacuum

ORD-Eintrag

ord-900fce02e0ea45feb6eca1a3c19477d6

Quelldatensatz

uspto-grants-2005_09

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US06939883B2