draw the entire synthesis of (8-Hydroxy-2-isopropyl-3,4-dihydroisoquinolin-1 (2H)-one) as mentioned in the picture ( with arrows, lone pairs, substitution and elimination)

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Chapter1: Chemical Foundations
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draw the entire synthesis of ( 8 - Hydroxy-2-isopropyl-3,4-dihydroisoquinolin-1 (2H)-one) as mentioned in the picture (
with arrows, lone pairs, substitution and elimination)
1. Start with benzaldehyde:
Benzaldehyde + Ethyl acetoacetate → Chalcone
This reaction is a Claisen-Schmidt condensation. The Chalcone
obtained has a benzene ring and a three-carbon side chain.
2. Next, perform a Pictet-Spengler reaction:
Chalcone + Ethylamine → Isoquinoline derivative
This reaction forms the isoquinoline ring system.
3. Hydrogenate the isoquinoline derivative:
Isoquinoline derivative + H2/Pd-C
3,4-dihydroisoquinoline
This step reduces the double bond in the isoquinoline ring.
4. Oxidize the 3,4-dihydroisoquinoline to obtain the desired
product:
3,4-dihydroisoquinoline + KMnO4/H2O8-Hydroxy-2-
isopropyl-3,4-dihydroisoquinolin-1(2H)-one
Transcribed Image Text:draw the entire synthesis of ( 8 - Hydroxy-2-isopropyl-3,4-dihydroisoquinolin-1 (2H)-one) as mentioned in the picture ( with arrows, lone pairs, substitution and elimination) 1. Start with benzaldehyde: Benzaldehyde + Ethyl acetoacetate → Chalcone This reaction is a Claisen-Schmidt condensation. The Chalcone obtained has a benzene ring and a three-carbon side chain. 2. Next, perform a Pictet-Spengler reaction: Chalcone + Ethylamine → Isoquinoline derivative This reaction forms the isoquinoline ring system. 3. Hydrogenate the isoquinoline derivative: Isoquinoline derivative + H2/Pd-C 3,4-dihydroisoquinoline This step reduces the double bond in the isoquinoline ring. 4. Oxidize the 3,4-dihydroisoquinoline to obtain the desired product: 3,4-dihydroisoquinoline + KMnO4/H2O8-Hydroxy-2- isopropyl-3,4-dihydroisoquinolin-1(2H)-one
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