تفاعل #1265381

ord-dae199b9f0c14a65bc664c466cfff4e4

معادلة التفاعل

CC(=O)c1nc(C)cs1
2a
CC(=O)c1nc(C)cs1
1-(4-Methyl-thiazol-2-yl)-ethanone
O=C1CCC(=O)N1Br
NBS
CC(=O)c1nc(CBr)cs1
desired product 3a
المردود 72.6%
CC(=O)c1nc(CBr)cs1
1-(4-Bromomethyl-thiazol-2-yl)-ethanone
المردود 72.6%

الكواشف

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    ترشيحthe precipitate was filtered
  2. 2
    تركيزThe solvent was concentrated in vacuo to an oil that

الإجراء التجريبي

A solution of 2a (4.38 g, 0.031 mol), NBS (5.8 g, 0.033 mol) and 100 mg of AIBN in 40 mL of carbon tetrachloride was heated at 70° C. for 16 h. Cooled to rt and the precipitate was filtered. The solvent was concentrated in vacuo to an oil that was subjected to flash chromatography (5% ethyl acetate/95% hexanes) to give 4.95 g (72%) of the desired product 3a. 1H NMR (CDCl3) δ 7.8 (s, 1H), 4.8 (s, 2H), 2.8 (s, 3H).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07276502B2uspto-grants-2007_10