تفاعل #427402

ord-89c23888c9af480984d3a237806e088c

معادلة التفاعل

Oc1cncc(Br)c1
5-bromopyridin-3-ol
BrCc1ccccc1
benzyl bromide
Brc1cncc(OCc2ccccc2)c1
3-(benzyloxy)-5-bromopyridine

الكواشف

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    ترشيحthe reaction mixture was filtered
  2. 2
    غسيلeluting with ethyl acetate
  3. 3
    تركيزThe filtrate was concentrated en vacuo into a residue that
  4. 4
    أخرىwas purified by a COMBIFLASH® system (ISCO)

الإجراء التجريبي

A solution of 5-bromopyridin-3-ol (1.0 eq.), benzyl bromide (1.2 eq.), and silver carbonate (1.3 eq.) in toluene (0.1 M) was heated to 50° C. and stirred for 18 hours. After cooling to room temperature, the reaction mixture was filtered, eluting with ethyl acetate. The filtrate was concentrated en vacuo into a residue that was purified by a COMBIFLASH® system (ISCO) using 20% ethyl acetate in hexane to give 3-(benzyloxy)-5-bromopyridine.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08895577B2uspto-grants-2014_11