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1019115-11-7

4-(benzyloxy)-3-methoxy-2-nitrobenzonitrile synthesis

4synthesis methods
4-(benzyloxy)-3-methoxy-2-nitrobenzonitrile

1019115-11-7
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Yield:1019115-11-7 95%

Reaction Conditions:

with ammonia;iodine in tetrahydrofuran;water; for 16 h;

Steps:

1.4

Step 4: Preparation of 4-(benzyloxy)-3-methoxy-2-nitrobenzonitrile; Iodine (272 g, 1.1 mmol) was added to a mixture of 4-(benzyloxy)-3-methoxy-2- nitrobenzaldehyde (220 g, 766 mmol) and ammonium hydroxide (28% solution, 3 L) dissolved in THF (5 L). After 16 h the reaction mixture was treated with sodium sulfite (49 g, 383 mmol) and concentrated under reduced pressure to afford a thick slurry. The slurry was filtered, washed with water (250 ml_) and dried to afford the title compound as a solid (206 g, 95%): 1H NMR (DMSO-d6) δ: 7.89 (1 H1 d), 7.59 (1 H, d), 7.49 (2H, m), 7.40 (3H1 m), 5.35 (2H, s), 3.91 (3H, s).

References:

WO2008/70150,2008,A1 Location in patent:Page/Page column 66-67