New PDF release: Compendium of Organic Synthetic Methods Volume 1

February 1, 2018 | General Reference | By admin | 0 Comments

By Ian T. Harrison

ISBN-10: 047135550X

ISBN-13: 9780471355502

Presents man made chemists with a mode for fast retrieval of knowledge from the literature, directory fabric through response variety instead of via writer identify or booklet date. every one up-to-date quantity will current the newest man made tools for guidance of monofunctional and difunctional compounds. The association is logical and straightforward to stick with; sections are prepared based on the prospective interconversions among the most important useful teams. permits artificial chemists to maintain abreast of contemporary advancements and retrieve a particular piece of knowledge fast and simply.

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Download PDF by Ian T. Harrison: Compendium of Organic Synthetic Methods Volume 1

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See s e c t i o n 111 ( E s t e r s f r o m Amides) S e c t i o n 22 CH3CH2NEt2 6 COOEt C a r b o x y l i c A c i d s f r o m Amines 0000000000000000000000000000 1 i-PrLi 2 c02 JACS (1969) t ---+ 25% i-Pr(CH2)2COOH 91 6362 - @ N2 BF4 Ni(CO)4 HOAc COOEt 52% COOEt JCS (1962) 686 42 COMPENDIUM OF O R G A N I C SYNTHETIC METHODS KMn04 NaOH H20 27% JACS (1951) S e c t i o n 23 SECTION 23 3 4122 C a r b o x y l i c A c i d s and A c i d H a l i d e s f r o m E s t e r s ~ ~ ~ O O O O O ~ ~ O O O O O O O O O O O ~ O ~ O O O O O O O O O O O O O O O O O O O ~ O .

46 I CgH, 9CH=CCOOMe I Me KOH EtOH CgHlgCH=CCOOH I Me O r g S y n t h (1963) C o l l Vol 4 608 MeOOC( CH2)gCOOMe Ba(OH)2 MeOH b 60% MeOOC( CH2)gCOOH Org S y n t h (1963) C o l l Vol 4 635 ( i-Pr)3CCOOMe t-BuOK Me2SO * ( i -Pr)$COOH 100% T e t r Lett (1964) 2969 JCS (1965) 1290 Me Me KOH-dicycl o h e x y l - Me 18-crown-6 94% Me JACS (1967) 7017 SECTION 23 CARBOXYLIC A C I D S AND A C I D HALIDES FROM ESTERS 43 59% 217 JACS (1958) PhCOOMe Me3N MeOH PhCOOH P JACS (1933) MeCOOPh Guanidine H20 EtOH * 55 4079 MeCOOH B u l l Chem SOC J a p (1966) JACS (1964) 86 837 BrCH2yHCOOMe Br HBr H20 852 72% BrCH2FHCOOH Br JACS (1940) MeCOOCgH11 39 I o n exch r e s i n ( a c i d ) H20 * 62 3495 MeCOOH JCS (1952) 1607 F u r t h e r examples o f t h e r e a c t i o n RCOOR' -+RCOOH + R'OH a r e i n c l u d e d i n s e c t i o n 38 ( A l c o h o l s f r o m E s t e r s ) and s e c t i o n 3DA ( P r o t e c t i o n o f Carboxyl ic Acids ) 44 COMPENDIUM OF ORGANIC SYNTHETIC METHODS PhCOOBu- t MeOH reflux 4 days * 190-200" Me0 __3 @' 23% PhCOOH JACS (1941) Me0 63 3382 @@' COOH @' OMe J O C (1962) - HO DMF 100% OMe 2 519 $' COOMe LiI SECTION 23 \ do JCS (1965) 6655 F o r cleavage o f e t h y l e s t e r s see J O C (1963) 2184 AcO &COOMe LiI c o l l i d i n e tAcO Helv (1960) 90% 43 113 SECTION 23 45 CARBOXYLIC A C I D S AND A C I D HALIDE7 FROM ESTERS (i-Pr)3CCOOMe PrSLi H2 PhCOOCH2Ph HMPA Pd Et20 99% (i-Pr)3CCOOH Tetr Lett (1970) 4459 PhCODH t J O C (1958) 2 1700 Org React (1953) 7 263 H2 PhCOOCHPh Pd Et20 PhCOOH t JOC (1958) 2 1700 F u r t h e r examples of t h e c l e a v a g e o f b e n z y l e s t e r s a r e i n c l u d e d i n s e c t i o n 30A ( P r o t e c t i o n o f C a r b o x y l i c A c i d s ) @)@ , @ J @ , ~ r 0 3 HOA~.

Page 26-27 Oxidation o f alcohols and phenols to carboxylic acids . . . 27-30 Oxidative cleavage o f diols . . . . . . . . . . 3H20 F MeCOOH 99% Chem Corn (1968) 1578 CrO3 HOAc FCH2(CH2)8CH20H H20 + FCH2(CH2)8COOH JACS (1956) (1960) 1 0 L-u (Jones' reagent) 93% 2255 6147 -u 0 77% Helv (1967) 269 J Med Chem (1970) 13 926 C13C(CH2)3CH20H KMn04 H20 P C13C(CH2)3COOH Bull Chem SOC Jap (1963) 92% 5 1264 28 COMPENDIUM OF ORGANIC SYNTHETIC METHODS KMnO4 Na2C03 H20 * Br (CH2) &H20H HNO3 8;'""" B u l l Acad Polon (1964) (Chem Abs 61 1895) JACS (1950) 72 2953 N204 2 5137 2 202 RuO4 CCl4 C5H11COOH P 10% 80 6682 JACS (1958) Ph(CH2)zCHzOH Nickel peroxide NaOH H20 * Ph ( CH2 ) 2 COOH J O C (1962) PhCHzCHCH20H Nickel peroxide NaOH H20 2 15 CgH1 gCOOH Ber (1956) C5H11CH20H 66% Br(CH2)5COOH JACS (1950) CgH1 gCH20H SECTION 18 t 27 70% 1597 PhCH=CHCOOH J O C (1962) 27 81 % 1597 SECTION 18 29 CARBOXYLIC A C I D S FROM ALCOHOLS AND PHENOLS 100% Me Me T e t r L e t t (1968) 5685 O2 (HOCH2)3CCH20H Pt NaHC03 H20 * (HOCH2)3CCOOH Ber (1956) & Angew (1957) t-Butyl chromate Me ( CH2) 1 4CH20H * 50% 1648 69 600 54% Me (CH2) 14COOH Bull Chem SOC J a p (1965) PhCH20H CC14 KOH t-BUOH H20 JACS (1969) MeCH20H Xenic acid H20 - @ 91 7510 MeCOOH JACS (1964) HO 893 75% PhCOOH t 38 86 2078 PICoo KOH fusion 47% HO Helv (1944) JACS (1948) 27 1727 2 3485 30 COMPENDIUM OF ORGANIC SYNTHETIC METHODS SECTION 18 COOH Me2F0H H202 HBr NH4V03 H20 * 56% COOH JCS (1961) 4082 5 &@ & - C O O H 55% Zh Org Khim (1967) 3 1636 (Chem Abs 68 29874) T e t r L e t t (1967) 4729 0 JCS CgH17CHCH20H I 02 cobalt laurate PhCN C w (1966) 1918 CgH1 ~ C O O H OH T e t r L e t t (1968) 5689 70% CARBOXYLIC A C I D S AND A C I D HALIDES FROM ALDEHYDES SECTION 19 S e c t i o n 19 C a r b o x y l i c A c i d s a;d 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 A c i d ~ a l ~ d e ~ o f rAldehydes om 0000000 1 [ ( Et0)2P0]2CHNMe2 2 HC1 L O ' 00 00 00000000000000 NaH d i o x a n e ?

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Compendium of Organic Synthetic Methods Volume 1 by Ian T. Harrison


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