1-(BROMOMETHYL)-4-NITRONAPHTHALENE synthesis
- Product Name:1-(BROMOMETHYL)-4-NITRONAPHTHALENE
- CAS Number:16855-41-7
- Molecular formula:C11H8BrNO2
- Molecular Weight:266.09
880-93-3
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Yield:16855-41-7 75%
Reaction Conditions:
with N-Bromosuccinimide;2,2'-azobis(isobutyronitrile) in acetonitrile; for 5 h;Reflux;
Steps:
13 1 -(bromomethyl)-4-nitronaphthalene (30)
In a single neck round bottomed flask1 -methyl-4-nitronaphthalene (29) (200 mg,1 .05 mmol) and /V-bromosuccinamide (228 mg, 1 .06 mmol) and AIBN (17.5 mg, 0.1 1 mmol) were dissolved in acetonitrile (5 ml.) and the resulting solution was heated to reflux for 5 hours. After the reaction was complete the acetonitrile was removed under reduced pressure and the residue was dissolved in EtOAc. The Organic layer was washed with water (2 c 20 ml_), brine (2 c 20 ml_), dried over sodium sulfate and concentrated to yield an orange solid. The crude product was purified by column chromatography (silica gel;EtOAc/Hexanes, 0:100 to 10:90) to afford 213 mg (75% yield) of (30) as a light yellow solid.
References:
WO2019/195348,2019,A1 Location in patent:Paragraph 00102
90-12-0
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