o-Phthalaldehyde synthesis
- Product Name:o-Phthalaldehyde
- CAS Number:643-79-8
- Molecular formula:C8H6O2
- Molecular Weight:134.13
A variety of processes for manufacturing o-phthalaldehyde have been reported in the literature.
o-Phthalaldehyde is produced by heating pure benzaldehyde and chloroform with potassium hydroxide solution. The resulting solution is further acidified with hydrochloric acid and cooled to yield a colorless powder of o-phthalaldehyde.
It is also produced by ozonization of naphthalene in alcohol followed by catalytic hydrogenation.
Catalytic oxidation of various chemicals is also used in manufacturing o-phthalaldehyde. o-Phthalaldehyde can be manufactured by oxidation of phthalan by nitrogen monoxide in acetonitrile with N-hydroxyphthalimide as the catalyst to yield 80% to 90%.
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Yield:643-79-8 94%
Reaction Conditions:
in acetonitrile;
Steps:
7 EXAMPLE 7
EXAMPLE 7 To a mixture of 10 mmol of phthalan (isocoumaran), 1 mmol of N-hydroxyphthalimide, and 5 ml of acetonitrile was introduced 120 mmol of nitrogen monoxide, and the resultant mixture was stirred at 60° C. for 8 hours. Isolation of products in the reaction mixture by column chromatography on a silica gel revealed that phthalan was converted, at a rate of 99%, into phthalaldehyde (yield: 94%).
References:
US6201156,2001,B1
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643-79-8
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