ethyl 2-(4-bromo-2-nitrophenoxy)acetate synthesis
- Product Name:ethyl 2-(4-bromo-2-nitrophenoxy)acetate
- CAS Number:528892-33-3
- Molecular formula:C10H10BrNO5
- Molecular Weight:304.09
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Yield:528892-33-3 97%
Reaction Conditions:
Stage #1: 4-bromo-2-nitrophenolwith potassium carbonate in DMF (N,N-dimethyl-formamide) at 20 - 50;
Stage #2: ethyl acetate in DMF (N,N-dimethyl-formamide);water at 20;
Steps:
1
To a stirred solution of 4-bromo-2-nitrophenol (10 g, 45.87 mmol, 1.0 eq) in DMF (160 ml) at r. t. was added solid K2CO3 (12.68 g, 91.74 mmol, 2.0 eq). The mixture was heated at 50°C overnight, then allowed to cool to room temperature and partitioned between EtOAc and water. The organic phase was extracted with 1 N NaOH and water and dried over Na2SO4. The solvent was evaporated under reduced pressure to give a brown oil (5.01 g, 97%) which did not require further purification; 'H NMR (350 MHz; CDCl3) 8 : 7.85 (1H, d), 7.45 (1H, dd), 6.75 (1H, d), 4.55 (H, s), 4.05 (2H, q), 1.10 (3H, t).
References:
WO2003/97639,2003,A1 Location in patent:Page/Page column 18-19
