Water → 6-Bromo-3,4-dihydroquinolin-2(1H)-one

Temperatur

0 °C

To a solution of 3,4-dihydro-1H-quinolin-2-one (10.0 g, 67.9 mmol) in 100 ml dry DMF was added dropwise a solution of N-bromosuccinimide (12.7 g, 71.3 mmol) in 150 ml dry DMF at 0° C. The mixture was stirred at 0° C. for 2 h, then 400 ml water was added and the solution was extracted with ethyl acetate (3×150 ml). The organic phase was washed with water (2×200 ml), then dried over MgSO4 and evaporated, affording a yellow solid which was purified by washing with cold ether providing pure 6-bromo-3,4-dihydro-1H-quinolin-2-one (13.6 g, 60.3 mmol, 89%) as colorless needles.

1. extractionthe solution was extracted with ethyl acetate (3×150 ml)
2. washThe organic phase was washed with water (2×200 ml)
3. dry with materialdried over MgSO4
4. customevaporated
5. customaffording a yellow solid which
6. customwas purified

ORD-Eintrag

ord-2c76de3fb4934d3d8f7361fe1776060d

Quelldatensatz

uspto-grants-2013_09

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08541404B2