Water → 1-[3-(Dimethylamino)phenyl]-1-butanone

Temperatur

-35 °C

To a stirred solution of (3-bromophenyl)dimethylamine (7.5 g, 37.5 mmol) in THF (50 mL) at −78° C., was added n-butyllithium (2.88 g, 45.0 mmol). The resulting solution was stirred at −35° C. for 1 h and was then cooled to −78° C. and treated dropwise with a solution of N-methyl-N-(methyloxy)butanamide (4.92 g, 37.5 mmol) (Description 25) in dry THF (15 mL). The resulting mixture was stirred for 45 min at −78° C. and then worked up using water (100 mL) and ethyl acetate (200 mL). The crude material was purified by chromatography on silica gel, eluting with a gradient of 0-20% ethyl acetate in hexane, to afford the title compound (3.48 g). LCMS (B) m/z: 192 [M+1]+, Rt 2.29 min.

1. temperaturewas then cooled to −78° C.
2. stirringThe resulting mixture was stirred for 45 min at −78° C.
3. customThe crude material was purified by chromatography on silica gel
4. washeluting with a gradient of 0-20% ethyl acetate in hexane

ORD-Eintrag

ord-50373b997a7d4bc2b122044b8e214d1d

Quelldatensatz

uspto-grants-2015_05

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US09029545B2