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A re-investigation of the Fries rearrangement of 3-chlorophenyl acetate and synthesis of 2-azido-1-(4-(benzyloxy)-2-chlorophenyl)ethanone from 4-bromo-3-chlorophenol |
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| Authors: | Panayiotis A. Procopiou Diane M. Coe George Procopiou |
| Affiliation: | Respiratory Therapeutic Area, GlaxoSmithKline Medicines Research Centre, Gunnels Wood Road, Stevenage, Hertfordshire SG1 2NY, United Kingdom |
| Abstract: | The Fries rearrangement of 3-chlorophenyl acetate provided the expected 4-chloro-2-hydroxy-acetophenone as the major product and 2,4-diacetyl resorcinol and 2-chloro-4-hydroxy-acetophenone as minor products. 4-Benzyloxy-2-chloroacetophenone was prepared by a Heck reaction and then elaborated to 4-benzyloxy-2-chlorophenacyl azide. |
| Keywords: | Fries rearrangement 3-Chlorophenyl acetate 2-Chloro-4-hydroxy-acetophenone 4-Benzyloxy-2-chlorophenacyl azide Heck reaction |
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