반응 #87567

반응 방정식

1-chloro-2-nitrobenzene

N-hydroxy methyl trifluoro acetamide

→

desired product

N-(4-chloro-3-nitrobenzyl)-2,2,2-trifluoroacetamide

용매

sulphuric acid

반응 조건

후처리

1. 1
   기타The reaction mass was quenched in ice cold water
2. 2
   추출extracted with DCM
3. 3
   농축The organic layer was concentrated
4. 4
   기타the obtained crude product
5. 5
   기타was purified by column chromatography on silica gel eluting with 4% EtOAc

실험 절차

To a solution of 1-chloro-2-nitrobenzene (10.0 g, 0.063 mmol) in conc. sulphuric acid (150 mL) was added N-hydroxy methyl trifluoro acetamide (9.98 g, 0.069 mmol). The reaction mixture was heated at 70-80° C. for 24 h. The reaction mass was quenched in ice cold water, neutralised with sodium hydroxide and extracted with DCM. The organic layer was concentrated and the obtained crude product was purified by column chromatography on silica gel eluting with 4% EtOAc: pet. ether to afford 5.5 g of desired product. 1H NMR (300 MHz, DMSO d6): 4.48 (d, J=3.9 Hz, 2H), 7.62-7.64 (m, 1H), 7.72-7.78 (m, 1H), 7.97-8.01 (m, 1H), 10.09 (brs, 1H).

출처