实验叙述常用表述句型.pdf

实验叙述常用表达句型实验叙述常用表达句型 一、加料过程常用表述一、加料过程常用表述.2 1.添加试剂1.添加试剂.2 2.催化量的2.催化量的.2 3.气体保护3.气体保护.2 4.通入气体4.通入气体.2 5.通过双针头导管加料5.通过双针头导管加料.2 6.通过注射器加料6.通过注射器加料.2 二、反应过程常用表述二、反应过程常用表述.3 1.反应检测1.反应检测.3 2.放置过夜2.放置过夜.3 3.甲苯/乙醇带水3.甲苯/乙醇带水.3 4.氢化反应4.氢化反应.3 5.分水器5.分水器.3 6.反应放热6.反应放热.3 7.微波反应7.微波反应.3 三、后处理过程常用表述三、后处理过程常用表述.3 1.过滤1.过滤.3 2.淬火2.淬火.4 3.磨碎3.磨碎.4 4.在两相中分开4.在两相中分开.4 5.静止固化5.静止固化.4 6.在冻干机冻干6.在冻干机冻干.4 7.纯化7.纯化.4 过柱.4 制备 HPLC 纯化.4 制备 TLC 纯化.4 重结晶.4 8.调 pH8.调 pH.5 9.萃取9.萃取.5 10.浓缩10.浓缩.5 11.干燥11.干燥.5 干燥.5 真空干燥.5 四、部分常见反应现象描述四、部分常见反应现象描述.5 1.加料放热1.加料放热.5 2.反应过程中或者降温有固体析出2.反应过程中或者降温有固体析出.5 3.加料不溶解3.加料不溶解.5 4.加热溶解4.加热溶解.6 5.反应变粘稠/变色5.反应变粘稠/变色.6 五、特殊结果叙述五、特殊结果叙述.6 1.无进一步处理1.无进一步处理.6 2.统一和其他批次一起后处理2.统一和其他批次一起后处理.6 3.检测条件，不需要后处理3.检测条件，不需要后处理.6 六、一些易错写法六、一些易错写法.6 一、加料过程常用表述一、加料过程常用表述 1.添加试剂 1.添加试剂 To a mixture(suspension/solution/slurry)of compound 12(487 mg,1 mmol)and o-plenylenediamine(648 mg,6 mmol)in CH2Cl2(15 mL)being cooled to 0oC was added the DCC(226 mg,1.1 mmol).Anhydrous lithium iodide(1.38 g,10.3 mmol)was added the five portions(dropwise/in one portion/in portions)to a stirred solution of compound 12(10.93 g,51.5mmol)in CH2Cl2(120 mL).A round-bottom flask was charged with compound 3(1.75 g,527 mmol),LiCl(1.17 g,26.3 mmol),DMSO(100 mL)and H2O(378 ul)2.催化量的 2.催化量的 Et3N(20 mL,142 mmol)and a catalytic amount of DMAP were added the solution of compound 1(4.549 g,46.4 mmol)in CH2Cl2(120 mL)at 0oC 3.气体保护 3.气体保护 To a stirred-78oC solution of trimethylsilyacetylene(4.44 g,45.5 mmol)in THF(10 mL)under Argon was added dropwise n-butylithium(1.6 M in hexane,28.25 mL).4.通入气体 4.通入气体 An ozone-enriched steam of oxygen was bubbled through a cold(-78oC)solution of compound 9(128 mg,1.409 mmol)in CH2Cl2(5 mL)until it turned light blue.The solution was purged with argon at-78oC for 10 min to remove the excess O3.5.通过双针头导管加料 5.通过双针头导管加料 The mixture was added to a solution of compound 2(3.00 g,12.8 mmol)in THF(48 mL)via cannula over a period of 30 min.A solution of compound 29(100 mg,0.19 mmol,1.0 equiv)in dry DMSO(1.5 mL)was cannulated under Argon to a vigorously stirred mixture of powered potassium superoxide(62 mg,0.87 mmol,4.5 equiv)and 18-crown-6-ether(23 mg,0.087 mmol,0.45 equiv)in dry DMSO(0.5 mL).6.通过注射器加料 6.通过注射器加料 To a stirred solution of compound 15(8.61 g,21.2 mmol)was added a solution of p-toluenesulfonic acid(6.0 g)in CH2Cl2 via syringe over 5 min.二、反应过程常用表述二、反应过程常用表述 1.反应检测 1.反应检测 After 1 h,TLC analysis(CH2Cl2/hexane 3:1)showed the complete consumption of compound 15.2.放置过夜 2.放置过夜 The mixture was left standing overnight.3.甲苯/乙醇带水 3.甲苯/乙醇带水 Compound A(1.97 g,6.63 mmol)was coevaporated with toluene five times to remove the water.The residue was subjected to toluene azeotrope to give the corresponding acid chloride as brown oil.The aqueous portion was concentrated under reduced pressure followed by azeotropic removal of water with absolute EtOH 4.氢化反应 4.氢化反应 A mixture of compound 1(190 g,0.88 mmol)and Raney Ni(20 g)in ethanol(1500 mL)and ethyl acetate(500 mL)was stirred under 1 atm at room temperature for an hour.5.分水器 5.分水器 A mixture of TsOH.H2O(56.91 g,0.3 mol)and toluene(400 mL)was heated to reflux to remove water by Dean-Stark trap.6.反应放热 6.反应放热 The reaction was exothermic.7.微波反应 7.微波反应 The sealed vial was irradiated in the microwave on a Biotage Smith Synthesis at 150oC for 10 min.三、后处理过程常用表述三、后处理过程常用表述 1.过滤 1.过滤 The mixture was filtered through a Celite pad,and the filtrate was concentrated to give the crude product.2.淬火 2.淬火 The reaction mixture was quenched by the addition of the saturated aqueous NH4Cl.3.磨碎 3.磨碎 The residue was triturated with ether and filtered to afford a white solid.4.在两相中分开 4.在两相中分开 The residue was partitioned between ethyl acetate(100 mL)and HCl(1 M aq.,50 mL).The organic layer was washed with water,dried(MgSO4)and evaporated to dryness.Ethyl acetate(100 mL)and HCl(1 M aq.,50 mL)were added to the residue,and the layers were separated.5.静止固化 5.静止固化 The crude product was purified by prep-HPLC to give compound 4 as colorless thick oil,which was solidified on standing.6.在冻干机冻干 6.在冻干机冻干 The white solid was re-crystallized from water,dried by hyophilization to give a white solid.7.纯化 过柱7.纯化 过柱 The crude product was chromatographed on silica gel(CH2Cl2/MeOH 20:110:15:1)to give the compound 8(0.282 g,51%)as a white solid.The crude product was purified by column chromatography on silica gel eluted with(CH2Cl2/MeOH 20:110:15:1)to give the compound 8(0.282 g,51%)as a white solid.制备制备 HPLC 纯化纯化 be purified by prep-HPLC to afford/give/yield 制备制备 TLC 纯化纯化 be purified by prepare TLC to afford/give/yield 重结晶重结晶 recrystallized from 8.调 pH 8.调 pH The pH was adjusted to around 9 by progressively adding solid NaHCO3 The mixture was adjusted to pH 9 with solid NaHCO3 9.萃取 9.萃取 The aqueous layer was extracted with ethyl acetate(100 mL 4).10.浓缩 10.浓缩 The mixture was evaporated to afford the crude product.The mixture was concentrated afford the crude product.The solvent was removed to afford the crude product.11.干燥 干燥11.干燥 干燥 The organic layer was dried over MgSO4,and concentrated.真空干燥真空干燥 The precipitate was filtered and dried in vacuo(in/under vacumm;under reduced pressure).四、部分常见反应现象描述四、部分常见反应现象描述 1.加料放热 1.加料放热 A gentle reflux appeared throughout the addition Heat generated during the addition.The temperature was increased from 25oC to 50oC during the addition.2.反应过程中或者降温有固体析出 2.反应过程中或者降温有固体析出 Solid was precipitate out after 1h reaction.The reaction mixture was cooled to-10oC,and solid was precipitate out.3.加料不溶解 3.加料不溶解 XX was added to the mixture,and the resulting suspension was stirred for 2hrs.4.加热溶解 4.加热溶解 The suspension was heated to 90oC and stirred until all solid was dissolved.5.反应变粘稠/变色 5.反应变粘稠/变色 The reaction mixture became sticky after 2hrs reaction/stirring.After 2hrs stirring,the mixture turned into black/brown/gray/yellow/red color.五、特殊结果叙述五、特殊结果叙述 1.无进一步处理 1.无进一步处理 No further operation 2.统一和其他批次一起后处理 2.统一和其他批次一起后处理 The work-up of this batch was together with the other batches that recorded in the following pages.3.检测条件，不需要后处理 3.检测条件，不需要后处理 IPC check showed this condition is better/bad for this reaction.No further operation for condition screen reaction.六、一些易错写法六、一些易错写法 Right（正确）（正确）Wrong（错误）（错误）pH PH m-CPBA MCPBA 1HNMR HNMR mL ml