synthetic map

synthetic map - Synthetic map . 4 ‘? 9° W? ® fi’...

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Unformatted text preview: Synthetic map . 4 ‘? 9° W? ® fi’ LiAH-h Br: HNH‘ n—c—N —> H OH NH 4 * FI—CH uc NH +- 3: CH c cm A "i 2 2 NaDH 1 2 2) 200T ’ mm or H0 (:03: H_.O* chm—czu H—CHz—MECI @ , NaCN .12) ? Mg. E130 n—c — cl H7 cHr cl 7. 33 (CHmCuLi I CI; hv NH;NH;KOH, 200°C . H —CH3 fit or ZnIng)‘ wn H(.| ‘f Kgc'rgo; fl) n—ci CH3 _,' Hicfl—CHE @E] NaBm f2?) 0 , a: H 1' @- PHxP—CH: ZnMcOH CHs rm \ a ‘* o JIHg(OAc)3 , 7 ,’ m ‘ THF_H_,O é?) Q; RuCH2+ CH, <___ Nicflzicm 21NaBH,.H0"’ “Br “Br ('23 R00“ €13 Win an 0H 0H (CH511CDK - - | \ ' R—CH — CH2 35) OH mam 23H101‘H09 I R-CH=CH2 fl R#CH,7 CH, 613; H\O' 01 HO' (CH3)_ICOK 39 cu o | / \ H2. R— EH u CH3 R ‘0" — CH2 Lindiur‘s f @ catalyst in l: Mgt‘alher @ 2; H30 H‘ | H—OECH 'm R—Dflz— 9H, ({7} I) NEH 2) CH :l R—CEOH—CHa u\m+ini—uww\iinm-wwiui—umwmu\m4s'wNi—oc_;\uun~qu\m4s-wiu \I Amides 5 (Synthesis of amines via reduction) Amines 6 (Hoffman rearrangement) Amides 2 (Synthesis of amides from carboxylic acids) Acyl halides 4 (Synthesis of amides) . Esters 4 (Synthesis of amides) Esters 4, Notes 1 . Nitriles 7 (Synthesis of earboxylic acids via nitriles hydrolysis-acid catalyzed) . Carboxylic acid 2 (Synthesis of carboxylic acids via hydrolysis of nitriles-base promoted) CarbOxylic acid 3 (Synthesis of carboxylic acids from Grignard reagents) Acyl halides 3 (Synthesis of esters) Carboxylic acid 6 (Synthesis of esters) . Esters 2 (Synthesis of carboxylic acids via acid hydrolysis) Esters 3 (Synthesis of carhoxylic acids via base hydrolysis) Nitriles 2 (Synthesis of nitriles from alkyl halides) Alkyl halides 4 (Synthesis of Grignard reagents) Alcohols 11, Notes 1 Alcohols 7, Notes 2 Alcohols 5 (Synthesis of alcohols from aldehydesfkctones via reduction with NaBH4) Alcohols 11 (Synthesis of aldehydes from alcohols) Acyl halides 5 (Synthesis of ketones) Aldehydesfketones 2, Note 1 Aldehydesi‘ketones 3 (Synthesis of carhoxylic acids) Aldehydesfketones 8 (Synthesis of acetals via addition of alcohols) Aldehydesi‘ketones 8, Keys 1 (Synthesis of acetals via addition of alcohols) Alkyl halides 2 (Synthesis of alkyl halides from alkanes via radical halogenation) Aldehydes/ketones 7 (Synthesis of alkanes via deoxygenation) Alcohols 11 (Synthesis of aldehydes from alcohols) Alcohols 5 (Synthesis of alcohols from aldehydeslketones via reduction with NaBH4) Alcohols 6 (Synthesis of alcohols from carbonyl compounds via a Grignard reagent) Aldehydesi‘ketones 9 (Synthesis of alkenes via ylides) Alkencs 8 (Synthesis of aldehydcsi'ketones from alkenes via ozone) Alcohols 2 (Synthesis of alcohols from alkenes via oxymercuration-dernercuration) Alkenes 3 (Synthesis of alkyl halid€s from alkenes) Alkcncs 2 (Synthesis of alkenes from alkyl halides via dehydrohalogenation) Ethcrs Z (Williamson ether synthesis) Ethers 4 (Preparation of alkyl halides via acidic cleavage) Alcohols 10 (Synthesis of alkyl halides from alcohols) Alcohols 3 (Synthesis of alcohols From alkenes) Alcohols 4 (Synthesis of alcohols from alkenes via hydroxylation with 0504) Ethers 5 (Synthesis of epoxide from alkenes) Erhers 7 (Epoxide ring opening via acid or base catalysis) Alkenes 4 (Synthesis of dihalides via electrophilic addition) Alkynes 6 (Synthesis of alkenes via catalytic hydrogenation) Alkenes 6 (Synthesis of alkanes Via catalytic hydrogenation) Alkenes 3 (Synthesis of alkyl halides from alkenes) Alkenes 2 (Synthesis of alkenes from alkyl halides via dehydrohalogenation) Alkyl halides 4. Notes 1 Alkynes 6, Keys 3 in (Synthesis of alkanes via catalytic hydrogenation) Alkynes 2 (Synthesis of alkynes from dihalides via elimination reactions) Alkynes 8 (Synthesis of alkynes via alkylation of acetylide anion) ...
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This note was uploaded on 09/13/2009 for the course CHEM 12-636 taught by Professor Hubbard during the Spring '09 term at UGA.

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synthetic map - Synthetic map . 4 ‘? 9° W? ® fi’...

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