Ethanone, 1-(2-hydroxy-4-Methoxy-5-nitrophenyl)- synthesis

4synthesis methods

Product Name:Ethanone, 1-(2-hydroxy-4-Methoxy-5-nitrophenyl)-
CAS Number:102877-53-2
Molecular formula:C9H9NO5
Molecular Weight:211.17

Preparation by nitration of 2-hydroxy-4-methoxyaceto-phenone (paeonol) with nitric acid (d = 1.42) in acetic acid (47%).

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Ethanone, 1-(2-hydroxy-4-Methoxy-5-nitrophenyl)-

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Yield:102877-53-2 86%

Reaction Conditions:

with HNO₃ at 0; for 4 h;

Steps:

PREPARATION OF 1-(2-hydroxy-4-methoxy-5-nitrophenyl)ethanone.

To 25 mL of HN0₃ (69%) at 0°C, Intermediate 16 (2g, 12mmol) was added and the mixture was kept under constant stirring at the same temperature for 4h. Then the solution was poured onto iced water (200 g) and allowed to precipitate overnight at 4°C. The brown solid formed was collected by filtration to afford 2.2 g (86%); Anal. Calc. for CgHgNOs: C, 51 .19; H, 4.30; N, 6.63. Found: C, 51 .19; H, 4.30; N, 6.63. ¹H NMR (300MHz, DMSO-of₆) δ 2.62 (s, 3H), 3.96 (s, 3H), 6.78 (s, 1 H), 8.48 (s, 1 H), 12.76 (s, 1 H). ¹³C NMR (75 MHz, DMSO-ofe) δ 27.13, 57.30,101.61 , 1 13.36, 130.15, 131.56, 158.43, 165.98, 201 .76.

References:

WO2016/83490,2016,A1 Location in patent:Page/Page column 166; 167

89-84-9 Synthesis

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References

1,1′-[Thiobis(6-hydroxy-4-methoxy-3,1-phenylene)]bis-ethanone

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References

829-20-9 Synthesis

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References