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Citation: HUANG Zhen-Zhong, HUO Yi, LUO Qiu-Yan, LIU Zhuo, SHENG Shou-Ri. Synthesis of 4,4'-Bis(4-chloroformylphenoxy) diphenylsulfone[J]. Chinese Journal of Applied Chemistry, ;2007, 24(8): 917-920. shu

Synthesis of 4,4'-Bis(4-chloroformylphenoxy) diphenylsulfone

1.
a Institutes of Chemistry and Chemical Engineering, Jiangxi Normal University, Nanchang 330027;
2.
b Department of Chemistry, Jinggangshan Teacher's College, Ji'an

Corresponding author: SHENG Shou-Ri,
Received Date: 9 September 2006
Available Online: 10 January 2007
Fund Project: 国家自然科学基金(20664001) (20664001)国家"八六三"计划(2002AA333120) (2002AA333120)江西省自然科学基金(0520028)资助项目 (0520028)

The reaction of p-methylphenyltrimethylsilyl ether (1) with 4,4'-dichlorodiphenylsulfone (2) in DMF and in the presence of tetrabutylammonium fluoride (TBAF) at 100℃ for 1 h afforded 4,4'-bis(4-methylphenoxy) diphenyl sulfone (3) in a yield of 92%.Then compopund 3 was oxidized in air to the corresponding intermediate 4,4'-bis(4-carboxyphenoxy) diphenyl sulfone (4) in a yield of 90% in the presence of a catalytic amount of N-bromosuccinimde (NBS) under photoirradiation.Subsequently the reaction of compound 4 with thionyl chloride yielded target compound 4,4'-bis(4-chloroformylphenoxy) diphenylsulfone (5) in a overall yield of about 74.5% (based on compound 1).The present method has the advantages of readily availability of starting materials,mild reaction conditions,convenient manipulation and good yields.
- p-methylphenyltrimethylsilyl ether,
- dichlorodiphenylsulfone,
- bis(chloro-formylphenoxy) diphenylsulfone,
- synthesis
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