synproblems_An

synproblems_An - 3 Li, NH 3 CH C H 3 CH 2 C NaNH 2 , NH 3...

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Some Organic Synthesis Practice Problems: Starting from 1-hexene, 1-butyne, bromoethane, iodomethane and any reagent needed (you do not need to use all of these compounds), synthesize: 1. O H 2 , Lindlar's Catalyst C C H 3 C CH 2 CH 3 C C H CH 2 CH 3 NaNH 2 , NH 3 , CH 3 I H 3 CCO 3 H 2. H O 1) BH 3 2) NaOH, H 2 O 2 H 2 O CH C H 3 CH 2 CH 2 CH 2 C Br Br NaNH 2 Br 2 3. octane C C H 3 CH 2 CH 2 CH 2 C CH 2 CH 3 H 2 , Pd NaNH 2 , NH 3 CH 3 CH 2 Br CH C H 3 CH 2 CH 2 CH 2 C see above 4. Br Br (meso) OH HO H H C C H 3 CH 2 C CH 2 CH
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Unformatted text preview: 3 Li, NH 3 CH C H 3 CH 2 C NaNH 2 , NH 3 CH 3 CH 2 Br 1-butyne Br 2 5. Cl Cl CHCl 3 , KOH Li, NH 3 C C H 3 C CH 2 CH 3 C C H CH 2 CH 3 NaNH 2 , NH 3 , CH 3 I 6. OH OH (racemic) OH HO H H 1) OsO 4 2) NaHSO 3 C C H 3 CH 2 C CH 2 CH 3 Li, NH 3 CH C H 3 CH 2 C NaNH 2 , NH 3 CH 3 CH 2 Br 1-butyne...
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synproblems_An - 3 Li, NH 3 CH C H 3 CH 2 C NaNH 2 , NH 3...

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