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Hydrolysis of Amides

Which of the ...

Question

Which of the following would work best in preparing t-butyl benzoate?

C_{6} H_{5} C O_{2} H

plus

(C H_{3})_{3} C O H

with

H_{2} S O_{4}

catalyst and heat

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C_{6} H_{5} C O_{2} N a

plus

(C H_{3})_{3} C B r

and heat

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C_{6} H_{5} C O N H_{2}

plus

(C H_{3})_{3} C O H

and heat

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C_{6} H_{5} C O_{2} H

plus

S O C l_{2}

followed by

(C H_{3})_{3} C O H

with pyridine

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Solution

The correct option is D $C_{6} H_{5} C O_{2} H$ plus $S O C l_{2}$ followed by $(C H_{3})_{3} C O H$ with pyridine
$C_{6} H_{5} - O | | C - C l + (C H_{3})_{3} C O H \to$
$C_{6} H_{5} - O | | C - O C (C H_{3})_{3} + H C l$

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