Be sure to answer all parts. Synthesize the following compound from diethyl malonate. You may use any other organic or inorganic reagents. Part 1: X Draw the starting material and the reaction intermediate, and select the single best set of reagents for each of the two reaction steps. Step (1) Step (2) view structure OH view structure OH OH [1] NaOEt [2] dibromoalkane [3] NaOEt [4] H30¹, A [1] diester [2] NaOEt [1] bromoalkane [2] HCI [1] HCI [2] diester [3] HCI [4] NaOEt H₂, Pd-C [1] LiAIH4 [2] H₂O mCPBA H₂SO4

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HW9 #5

Be sure to answer all parts.
Synthesize the following compound from diethyl malonate. You may use any other organic or inorganic
reagents.
X
Draw the starting material and the reaction intermediate, and select the single best set of reagents for
each of the two reaction steps.
Part 1:
I
Part 2 out of 2
Step (1)
Step (2)
view structure
draw structure ...
OH
view structure
OH
OOO
O
O
O
O
OH
[1] NaOEt [2] dibromoalkane
[3] NaOEt [4] H30*, A
[1] diester [2] NaOEt
[1] bromoalkane [2] HCI
[1] HCI [2] diester
[3] HCI [4] NaOEt
Draw the structure of the dibromoalkane used in Step (1).
H₂, Pd-C
[1] LiAIH4 [2] H₂0
mCPBA
H₂SO4
Transcribed Image Text:Be sure to answer all parts. Synthesize the following compound from diethyl malonate. You may use any other organic or inorganic reagents. X Draw the starting material and the reaction intermediate, and select the single best set of reagents for each of the two reaction steps. Part 1: I Part 2 out of 2 Step (1) Step (2) view structure draw structure ... OH view structure OH OOO O O O O OH [1] NaOEt [2] dibromoalkane [3] NaOEt [4] H30*, A [1] diester [2] NaOEt [1] bromoalkane [2] HCI [1] HCI [2] diester [3] HCI [4] NaOEt Draw the structure of the dibromoalkane used in Step (1). H₂, Pd-C [1] LiAIH4 [2] H₂0 mCPBA H₂SO4
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