Реакция #1546

Уравнение реакции

5-iodo-6-phenoxy-2-phenyl-4(3H)-pyrimidinone

→

6-phenoxy-2-phenyl-4(3H)-pyrimidinone

Выход 125.6%

Растворители

acetic acid

Условия реакции

Обработка

1. 1
   Температураwas heated to reflux
2. 2
   ТемператураThe mixture was maintained
3. 3
   Температураat reflux for 2 h
4. 4
   Температураcooled
5. 5
   Фильтрацияfiltered
6. 6
   Другоеto remove unreacted zinc
7. 7
   Другоеto leave a semi-solid which
8. 8
   Другоеwas triturated with 75 mL of boiling water

Методика

A mixture of 7.07 g (18.1 mmol) of crude 5-iodo-6-phenoxy-2-phenyl-4(3H)-pyrimidinone, 2.02 g (31.1 mmol) of zinc dust and 25 mL of glacial acetic acid was heated to reflux. After 15 min an additional 2.06 g (31.7 mmol) of zinc dust was added, followed 15 min later by a further 2.04 g (31.4 mmol) of zinc dust. The mixture was maintained at reflux for 2 h, cooled and filtered to remove unreacted zinc. The filtrate was rotovaped to leave a semi-solid which was triturated with 75 mL of boiling water to afford 6.01 g (57% from 4,6-dihydroxy-2-phenylpyrimidine) of 6-phenoxy-2-phenyl-4(3H)-pyrimidinone as a yellow solid. 1H-NMR (d6-DMSO) δ 5.5(1H,s), 7.1-7.5(8H), 8.1(2H).

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