تفاعل #2446133

ord-ec5409d66481487da9ba95ba39185a04

معادلة التفاعل

CCOCC
ether
O=C1CCc2ccccc2N1
3,4-dihydro-1H-quinolin-2-one
O=C1CCC(=O)N1Br
N-bromosuccinimide
O
water
O=C1CCc2cc(Br)ccc2N1
6-Bromo-3,4-dihydro-1H-quinolin-2-one

الكواشف

لا شيء

المذيبات

ظروف التفاعل

درجة الحرارة
0°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    استخلاصthe solution was extracted with ethyl acetate (3×150 ml)
  2. 2
    غسيلThe organic phase was washed with water (2×200 ml)
  3. 3
    تجفيفdried over MgSO4
  4. 4
    أخرىevaporated
  5. 5
    أخرىaffording a yellow solid which
  6. 6
    أخرىwas purified

الإجراء التجريبي

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.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08685960B2uspto-grants-2014_04