Question

Practice the Skill 20.32

Propose an efficient synthesis for each of the following transformations:

Practice the Skill 20.32 Propose an efficient synthesis for each of the following transformations: OH O O 1) SOCI2 2) LiAIHA

1) Mg H 2) H 3) H20 4) CI I =0 I 2) EtzCuli 1) Mg = O 2) H 3) H20 1) Mg I I 3) OH

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Answer #1

In first reaction option 3 is correct. First acid chloride will form followed by organocopper reagent reaction. Then reduction of respective ketone takes place by AlH4 to give final product.

In second reaction option 1 is correct as treatment of bromobenzene gives the grignard which upon treatment with formaldehyde gives primary alcohol. After reacting with acid chloride gives final product.

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