Copper and secondary amine‐catalyzed pyridine synthesis from o‐acetyl oximes and α,β-unsaturated aldehydes
A. Acetophenone O-acetyl oxime (1). A 250-mL, two-necked roundbottomed flask equipped with a Teflon-coated magnetic stir bar (oval, 20 x 10 mm) is charged with acetophenone (9.33 mL, 80.0 mmol, 1 equiv) (Note 2), pyridine (18 mL, 223 mmol, 2.8 equiv) (Note 3), ethanol (40 mL) (Note 4), and hydroxyl...
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| Main Authors: | , , , |
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| Other Authors: | |
| Format: | Article |
| Language: | English |
| Published: |
2020
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| Subjects: | |
| Online Access: | https://hdl.handle.net/10356/139034 |
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| Institution: | Nanyang Technological University |
| Language: | English |
| Summary: | A. Acetophenone O-acetyl oxime (1). A 250-mL, two-necked roundbottomed flask equipped with a Teflon-coated magnetic stir bar (oval, 20 x 10 mm) is charged with acetophenone (9.33 mL, 80.0 mmol, 1 equiv)
(Note 2), pyridine (18 mL, 223 mmol, 2.8 equiv) (Note 3), ethanol (40 mL) (Note 4), and hydroxylamine hydrochloride (8.33 g, 120 mmol, 1.5 equiv) (Note 5). The resulting mixture is stirred at 60 °C for 75 min (Notes 6 and 7) (Figure 1) and then cooled to 22 °C. Water (80 mL) is added, and the resulting biphasic mixture is transferred to a 500-mL separatory funnel. |
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