Synthesis Problems 1 KEY

Synthesis Problems 1 KEY - 2) NaOH H 2 O 3) Heat 1) NaOH H...

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Chemistry 30B - UCLA Winter 2011 Answers to Synthesis Problems 1 Propose syntheses to accomplish the following transformations. Use any reagents necessary unless indicated. More than one route may be possible, but the number indicates one possible number of steps. 10 1 2 3 4 5 6 7 8 9 O O O O H O OH OH O OEt O O OEt Cl COOH Cl O O O OEt O O O O COOH EtO O O OEt EtO O C N HO NH 2 OH Me I Only source of carbon EtO O OEt O O O Only source of carbon 1) EtONa EtOH 1) Excess furfural EtONa EtOH 2) HCl 1) EtONa EtOH
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Unformatted text preview: 2) NaOH H 2 O 3) Heat 1) NaOH H 2 O 2) NaBH 4 MeOH 1) Et 2 CuMgBr 2) LDA MeI 2) HCl 1) EtONa EtOH 3) NaOH H 2 O 4) Heat 2) EtONa EtOH O 1) EtONa EtOH CHO 2) LiAlH 4 THF 1) EtONa EtOH Me I 2) LiAlH 4 THF 3) PBr 3 4) SM EtONa EtOH Dibromide 5) NaOH H 2 O 6) Heat O Br 1) EtONa EtOH 2) NaOH H 2 O 3) Heat 3) NaOH H 2 O 4) Heat 1) Acid EtOH H 2 SO 4 2) Excess chloroester SM ester EtONa EtOH O...
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This note was uploaded on 04/12/2011 for the course CHEMISTRY 30c taught by Professor Merlic during the Spring '11 term at UCLA.

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