Benzyl Bromide → 2-Phenyl-1-(thiazol-2-yl)ethanone

Temperatur

-78 °C

To a solution of the product from Step 1 (0.4 g, 1.9 mmol) in degassed THF (4 mL) at −78° C. was added LHMDs. After stirring at −78° C. for 15 min, benzyl bromide (0.27 mL, 2.3 mmol) was added, and stirring was continued at −78° C. for 15 min, followed by 1 h at r.t. The reaction was then quenched by the addition of saturated NH4Cl solution, and the product was extracted with EtOAc. The organic layer was washed with H2O and brine, and was then dried (MgSO4), filtered, and evaporated. The residue was purified by flash chromatography (1:10 EtOAc:hexane) to give 0.16 g of the product.

1. stirringstirring
2. waitwas continued at −78° C. for 15 min
3. waitfollowed by 1 h at r.t
4. customThe reaction was then quenched by the addition of saturated NH4Cl solution
5. extractionthe product was extracted with EtOAc
6. washThe organic layer was washed with H2O and brine
7. dry with materialwas then dried (MgSO4)
8. filtrationfiltered
9. customevaporated
10. customThe residue was purified by flash chromatography (1:10 EtOAc:hexane)

ORD-Eintrag

ord-082dd7de13a045569fc80662d61fcfd0

Quelldatensatz

uspto-grants-2002_11

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US06486142B2