上游文通大学 SHANGHAI JAO TONG UNIVERSITY 苯佐卡因的合成 上海交通大学 1日g日
苯佐卡因的合成 上海交通大学
上泽通大学 SHANGHAI JLAO TONG UNIVERSITY 苯佐卡因的合成 COOH COOC2H5 COOC2Hs C2H5OH [H] NO2 NO2 NO2 NH2 COOH COOH [o] COOC2H5 H C2H5OH NO2 NO2 NH2 NH2 COOH COOC2H5 ol C2H5OH NO2 NH2 NH2 NH2
苯佐卡因的合成 苯佐卡因的合成 O COOH COOC 2 H 5 COOC 2 H 5 C H O H H 苯佐卡因的合成 NO 2 NO 2 NO 2 NH 2 C H 2 H 5 O H 1 2 COOH COOH O COOC 2 H 5 H NO 2 NO 2 NH 2 NH 2 C 2 H 5OH H 2 COOH H C O O C 2 H 5 NO 2 N H N H H C O O C 2 H 5 C 2 H 5OH O 3 2 N H 2 N H 2 NH 2
上游充通大学 SHANGHAI JLAO TONG UNIVERSITY ●●
上游充通大学 SHANGHAI JIAO TONG UNIVERSITY 氧化反应 1)Zhurnal Obshchei Khimii (1945),15 962-6.H2S04(75 g.,58%),20 g. p-nitrotoluene,60 g.MnO2,and 150 g.com.concd.H2S04 gave 80-2%p- nitrobenzoic acid in 3.5-4 hrs.at 135-45 and 74-5%at 70-90 for 10-12 hrs. It is essential to use very finely powd.MnO2 2)Zhurnal Prikladnoi Khimii(Sankt-Peterburg,Russian Federation)(1961), 34947-50. Me CO2H S:H2S04 02N 02N 80% NOTE: classification:Benzylic oxidation;Conditions:Mno2 H2S04;110 deg 4h; #Comments:other examples, Reactants:1,Solvents:1, Steps:1,Stages:1
氧化反应 1) Zhurnal Obshchei Khimii (1945), 15 962-6. H2SO4 (75 g., 58%), 20 g. p-nitrotoluene 60 g MnO2 and 150 g com concd H2SO4 gave 80 nitrotoluene, 60 g. MnO2, and 150 g. com. concd. H2SO4 gave 80-2% pnitrobenzoic acid in 3.5-4 hrs. at 135-45 and 74-5% at 70-90 for 10-12 hrs. It is essential to use very finely powd. MnO2. 2）Zhurnal Prikladnoi Khimii (Sankt Zhurnal Prikladnoi Khimii (Sankt-Peterburg Russian Federation) (1961) Peterburg, Russian Federation) (1961), 34 947-50. Me S:H2S O4 CO2H O2N O2N O2N 80% NOTE: Classification: Benzylic oxidation; # Conditions: MnO2 H2SO 4; 110 deg 4h; # Comments: other examples, Reactants: 1, Solvents: 1, Steps: 1, Stages: 1
上泽发夏大学 SHANGHAI JIAO TONG UNIVERSITY 3)Chemische Berichte (1947),80 485-93.The p-acid was obtained in 90%yield by treating 50 g.p-O2NC6H4Me and 375 g.Na2Cr207 in 400 cc. water dropwise,with vigorous stirring,under a reflux condenser,with 250 cc concd.H2S04,kept boiling (about 1 hr.)until drops of the nitrotoluene no longer appeared in the condenser,pouring upon ice,washing the ppt.with dil.HCI,and purifying it by repptn.from NaOH.m-O2NC6H4Me gave 85% of the acid with 300 g.Na2Cr207 and 200 cc.H2S04. e CO2 R:Na2Cr207,R:H2804,S:H20 02N 02N 90号 NOTE:Classification:Benzylic oxidation;Conditions:Na2Cr207;H2S04 820, Reactants:1,Reagents:2,Solvents:1, Steps:1,Stages:1
3)Chemische Berichte (1947), 80 485-93. The p-acid was obtained in 90% yield by treating 50 g. p-O2NC6H4Me and 375 g. Na2Cr2O7 in 400 cc. wat d i ith i ti i d fl d ith 250 ter dropwise, with vigorous stirring, un der a reflux con denser, with 250 cc. concd. H2SO4, kept boiling (about 1 hr.) until drops of the nitrotoluene no longer appeared in the condenser, pouring upon ice, washing the ppt. with dil HCl and purifying it by repptn from NaOH m dil. HCl, and purifying it by repptn. from NaOH. m -O2NC6H4Me gave 85% O2NC6H4Me gave 85% of the acid with 300 g. Na2Cr2O7 and 200 cc. H2SO4. M e R:N a 2 C r 2 O 7, R:H 2 S O 4, S:H 2 O C O 2 H O 2 N O 2 N 9 0 % N O T E: C l a s s i f i c a t i o n: B e n z y l i c o x i d a t i o n; # C o n d i t i o n s: N a 2 C r 2 O 7; H 2 S O 4 H 2 O, R e a c t a n t s: 1, R e a g e n t s: 2, S o l v e n t s: 1, S t e p s: 1, S t a g e s: 1