تفاعل #1809836

معادلة التفاعل

methyl 6-acetylamino-2,3,4,5-tetrahydro-1-benzoxepin-9-carboxylate

N-chlorosuccinimide

→

methyl 6-acetylamino-7-chloro-2,3,4,5-tetrahydro-1-benzoxepin-9-carboxylate

المذيبات

ethyl acetate

DMF

ظروف التفاعل

المعالجة

1. 1
   غسيلwashed with water
2. 2
   تجفيفThe organic layer is dried over MgSO4
3. 3
   ترشيحfiltered
4. 4
   تركيزconcentrated

الإجراء التجريبي

To a solution of 5 g (19.0 mmol) of methyl 6-acetylamino-2,3,4,5-tetrahydro-1-benzoxepin-9-carboxylate from Example 26 in 10 ml DMF is added 3.0 g (22.8 mmol) of N-chlorosuccinimide in a single portion at room temperature. The resulting solution is allowed to stir 24 hours at room temperature. The reaction mixture is diluted with ethyl acetate and washed with water. The organic layer is dried over MgSO4, filtered, concentrated and subjected to flash chromatography (20% EtOAc/hexanes) to yield methyl 6-acetylamino-7-chloro-2,3,4,5-tetrahydro-1-benzoxepin-9-carboxylate. This is used in the next step.

المصدر