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Synthesis of CH3O (para thesis) - benzene- CH2COCl

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Hi everyone.. I need help to produce CH3O-benzene-CH2COCl (para thesis) starting from benzene. I tried to start with CH2COCl so i will have para thesis but when I react the molecule ( OH-benzene-CH2COCl) with NaOH/CH3Br in order to have the ether, CH2COCl will react with NaOH too... Is there any other way to do this?

What is CH2COCl

C6H6 => C6H5CH3 => p-NO2C6H4CH3 => NO2C6H4COOH => NH2C6H4COOCH3 => HOC6H4COOCH3 => CH3OC6H4COOCH3 => CH3OC6H4COOH => CH3OC6H4COCl

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Thank you a lot. I want to synthesize this

chem chara.jpg

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And one more question... from aniline to phenol do I use NaNO2/HCl and then H2O? Is that right?

*You are a life saver.. I have exams and as you can see synthesis are not my thing

Yes thats right. But with the additional CH2 need different way or extend the chain.

Edited by chenbeier

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