Starting with diethyl malonate and using any other reagents of your choice, propose an efficient synthesis for the following compound: EtO OEt The transformation above can be performed with some reagent or combination of the reagents listed below. Give the necessary reagents in the correct order, as a string of letters (without spaces or punctuation, such as "EBF"). If there is more than one correct solution, provide just one answer.

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Starting with diethyl malonate and using any other reagents of your choice, propose an efficient synthesis for the following compound:

[Image of chemical reaction transforming diethyl malonate to a new compound]

The transformation above can be performed with some reagent or combination of the reagents listed below. Give the necessary reagents in the correct order, as a string of letters (without spaces or punctuation, such as "EBF"). If there is more than one correct solution, provide just one answer.

**Options:**
- **A** 
  - Image of a bromoethane structure.
- **B** 
  - Image of a bromopropane structure.
- **C**
  - CH₃CH₂Br

- **D**
  - NaOEt
- **E**
  - Br₂, H₃O⁺
- **F**
  - EtOH, [H⁺]

- **G**
  - H₃O⁺, heat
- **H**
  - NaCN
- **I**
  - 1) EtMgBr; 2) H₃O⁺

[Note: Users should select the appropriate reagents to describe the complete synthesis pathway for the compound.]
Transcribed Image Text:Starting with diethyl malonate and using any other reagents of your choice, propose an efficient synthesis for the following compound: [Image of chemical reaction transforming diethyl malonate to a new compound] The transformation above can be performed with some reagent or combination of the reagents listed below. Give the necessary reagents in the correct order, as a string of letters (without spaces or punctuation, such as "EBF"). If there is more than one correct solution, provide just one answer. **Options:** - **A** - Image of a bromoethane structure. - **B** - Image of a bromopropane structure. - **C** - CH₃CH₂Br - **D** - NaOEt - **E** - Br₂, H₃O⁺ - **F** - EtOH, [H⁺] - **G** - H₃O⁺, heat - **H** - NaCN - **I** - 1) EtMgBr; 2) H₃O⁺ [Note: Users should select the appropriate reagents to describe the complete synthesis pathway for the compound.]
Expert Solution
Step 1

This reaction is simple deprotonation of active methylene centre followed by alkylation and then ester hydrolysis followed by decarboxylation under heating condition.

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