These common heterocyclic compound, 2178-24-7, name is Ethyl (2-bromophenyl)acetate, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Recommanded Product: 2178-24-7
EXAMPLE 35 alpha-{3-Amino-4-chloro-6-[N-(2-[diethylamino]ethyl)]carbamoylphenoxy}phenylacetic acid, ethyl ester To a well-stirred suspension of sodium hydride (0.36 g of 60%, 9 mmoles, washed with n-pentane) in 5 ml of dry DMF was added a solution of 4-amino-5-chloro-N-[2-(diethylamino)ethyl]2-hydroxybenzamide (2.28 g, 8 mmoles) (from Preparation No. 1B) in 10 ml of dry DMF. After evolution of hydrogen had ceased, to this was added dropwise a solution of ethyl alpha-bromophenyl acetate (2.12 g, 8.7 mmoles) in 5 ml of dry DMF. After an additional 18 hours at ambient temperature, the mixture was concentrated in vacuo and the residue partitioned between water (200 ml) and methylene chloride (75 ml). The aqueous phase was extracted twice with 75 ml portions of methylene chloride. After combining, the organic phase was washed three times with 50 ml of 10% aqueous sodium hydroxide and three times with brine; dried over sodium sulfate, filtered, concentrated in vacuo, to give 3.5 g of oil which slowly crystallized. Trituration with pentane gave 3.34 g of the title compound, mp. 84-87 C. The NMR spectrum (90 MHz) in CDCl3 gave the following resonances: delta8.55 (bt, 1H); 8.20 (s, 1H); 7.50 (m, 5H); 6.09 (s, 1H); 5.65 (s, 1H); 4.25 (m, 4H); 3.55 (m, 2H); 2.60 (m, 6H); 1.05 (m, 9H). Anal. Calc’d. for C23 H30 ClN3 O4: C, 61.66; H, 6.76; N, 9.38. Found: C, 61.75; H, 6.76; N, 9.27.
The synthetic route of Ethyl (2-bromophenyl)acetate has been constantly updated, and we look forward to future research findings.
Reference:
Patent; Bristol-Myers Company; US4808624; (1989); A;,
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