Question

You need synthesize cyclopentanone starting with the lactone shown below in 9 steps where 3 of...

You need synthesize cyclopentanone starting with the lactone shown below in 9 steps where 3 of the steps are acid workups.

223fall17_IW20_2.jpg
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Note - you should use reagent D three times and there are three other reagents in the table that are not used at all - ALL OTHER ITEMS (but those 3) ARE USED.

Step 1

Step 2

Step 3

Step 4

Step 5

Step 6

Step 7

Step 8

Step 9

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Answer #1

но NaOH, Heat он Hydrolysis COH -OH acid, heat Esterification Oxidation E: PCC D:H20 Na2Cr2O7 aq. acid OH G: NaOEt D: H30* Ox

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