Bromobenzene → 1-Phenyl-2-(thiophen-3-yl)ethanone

Temperatur

-78 °C

To the solution of bromo-benzene (1.0 g, 6.36 mmol) in anhydrous THF (30 mL) was added n-BuLi (5.9 mmol, 2.4 mL) at −78° C. under nitrogen, and the mixture was stirred at −78° C. for further 20 min., a solution of N-methoxy-N-methyl-2-(thiophen-3-yl)acetamide (1 g, 5.4 mmol) in anhydrous THF (10 mL) was added. The resulting mixture was stirred at −78° C. under nitrogen for about 30 min., poured into NH4Cl aqueous solution, and extracted with EtOAc. The organic layers were washed with brine, dried over sodium sulfate, concentrated, and purified by column chromatography (PE:EtOAc=20:1) to afford Intermediate 6 (600 mg, yield 55.0%).

1. stirringThe resulting mixture was stirred at −78° C. under nitrogen for about 30 min.
2. extractionextracted with EtOAc
3. washThe organic layers were washed with brine
4. dry with materialdried over sodium sulfate
5. concentrationconcentrated
6. custompurified by column chromatography (PE:EtOAc=20:1)

ORD-Eintrag

ord-912493bb11264607966fbb3a89ec49df

Quelldatensatz

uspto-grants-2016_03

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US09283213B2