IPC분류정보
| 국가/구분 |
United States(US) Patent
등록
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| 국제특허분류(IPC7판) |
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| 출원번호 |
US-0768785
(2004-01-30)
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발명자
/ 주소 |
- Zhu, Peter C.
- Wang, Der-Haw
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| 출원인 / 주소 |
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| 대리인 / 주소 |
Blakely, Sokoloff, Taylor &
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| 인용정보 |
피인용 횟수 :
0 인용 특허 :
31 |
초록
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Disclosed herein are methods of synthesizing a 4-substituted-benzene-1,2-carbaldehyde. In one aspect, a method may include reacting a 4-substituted-1,2-bis(dibromomethyl) benzene with sulfuric acid to form a reaction product, introducing a solid sodium bicarbonate into the reaction product, and hydr
Disclosed herein are methods of synthesizing a 4-substituted-benzene-1,2-carbaldehyde. In one aspect, a method may include reacting a 4-substituted-1,2-bis(dibromomethyl) benzene with sulfuric acid to form a reaction product, introducing a solid sodium bicarbonate into the reaction product, and hydrolyzing the reaction product to form a 4-substituted-benzene-1,2-carbaldehyde, after introducing the bicarbonate.
대표청구항
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1. A method comprising:providing a 4-substituted-o-xylene; brominating the 4-substituted-o-xylene to form a 4-substituted-1,2-bis(dibromomethyl)benzene; introducing a sulfuric acid into the 4-substituted-1,2-bis(dibromomethyl)benzene; reacting the sulfuric acid and the 4-substituted-1,2-bis(dibromom
1. A method comprising:providing a 4-substituted-o-xylene; brominating the 4-substituted-o-xylene to form a 4-substituted-1,2-bis(dibromomethyl)benzene; introducing a sulfuric acid into the 4-substituted-1,2-bis(dibromomethyl)benzene; reacting the sulfuric acid and the 4-substituted-1,2-bis(dibromomethyl)benzene to form a reaction product; introducing a solid sodium bicarbonate into the reaction product; introducing water into the reaction product after introducing the solid sodium bicarbonate; and hydrolyzing the reaction product with the water to form a 4-substituted-benzene-1,2-carbaldehyde. 2. The method of claim 1, wherein introducing the sulfuric acid comprises introducing a sufficient amount of the sulfuric acid to give a mole ratio of the sulfuric acid to the 4-substituted-1,2-bis(dibromomethyl)benzene that is from 10:1 to 14:1.3. The method of claim 1, wherein introducing the sodium bicarbonate comprises introducing a sufficient amount of the sodium bicarbonate to give a mole ratio of the sodium bicarbonate to the 4-substituted-1,2-bis(dibromomethyl)benzene that is from 5:1 to 11:1.4. The method of claim 1, wherein introducing the water comprises introducing ice.5. The method of claim 1, wherein providing the 4-substituted-o-xylene comprises providing a 4-substituted-o-xylene that is selected from the group consisting of 4-fluoro-o-xylene, 4-chloro-o-xylene, 4-bromo-o-xylene, and 4-nitro-o-xylene.6. A method comprising:brominating a 4-substituted-o-xylene to form a 4-substituted-1,2-bis(dibromomethyl)benzene; reacting the 4-substituted-1,2-bis(dibromomethyl)benzene with sulfuric acid to form a reaction product; introducing a solid sodium bicarbonate into the reaction product; and hydrolyzing the reaction product to form a 4-substituted-benzene-1,2-carbaldehyde after introducing the bicarbonate. 7. The method of claim 6, further comprising introducing a sufficient amount of the sulfuric acid to give a mole ratio of the sulfuric acid to the 4-substituted-1,2-bis(dibromomethyl)benzene that is from 10:1 to 14:1.8. The method of claim 6, wherein introducing the sodium bicarbonate comprises introducing a sufficient amount of the sodium bicarbonate to give a mole ratio of the sodium bicarbonate to the 4-substituted-1,2-bis(dibromomethyl)benzene that is from 5:1 to 11:1.9. The method of claim 6, wherein the 4-substituted-o-xylene comprises a 4-substituted-o-xylene that is selected from the group consisting of 4-fluoro-o-xylene, 4-chloro-o-xylene, 4-bromo-o-xylene, and 4-nitro-o-xylene.10. A method comprising:reacting a 4-substituted-1,2-bis(dibromomethyl)benzene with sulfuric acid to form a reaction product; introducing a solid sodium bicarbonate into the reaction product; and hydrolyzing the reaction product to form a 4-substituted-benzene-1,2-carbaldehyde, after introducing the bicarbonate. 11. The method of claim 10, further comprising introducing a sufficient amount of the sulfuric acid to give a mole ratio of the sulfuric acid to the 4-substituted-1,2-bis(dibromomethyl)benzene that is from 10:1 to 14:1.12. The method of claim 10, wherein introducing the sodium bicarbonate comprises introducing a sufficient amount of the sodium bicarbonate to give a mole ration of the sodium bicarbonate to the 4-substituted-1,2-bis(dibromomethyl)benzene that is from 5:1 to 11:1.13. The method of claim 10, further comprising brominating a 4-substituted-o-xylene that is selected from the group consisting of 4-fluoro-o-xylene, 4-chloro-o-xylene, 4-bromo-o-xylene, and 4-nitro-o-xylene to form the 4-substituted-1,2-bis(dibromomethyl)benzene.
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