WO2022179448A1 - 一种三氟甲烷硫醇银(i)的合成方法 - Google Patents
一种三氟甲烷硫醇银(i)的合成方法 Download PDFInfo
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- silver
- trifluoromethylthio
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- 238000000034 method Methods 0.000 title claims abstract description 27
- GZRXLNQFRQGJLU-UHFFFAOYSA-M silver;trifluoromethanethiolate Chemical compound [Ag+].FC(F)(F)[S-] GZRXLNQFRQGJLU-UHFFFAOYSA-M 0.000 title claims abstract description 15
- 230000002194 synthesizing effect Effects 0.000 title abstract description 7
- 238000006243 chemical reaction Methods 0.000 claims abstract description 41
- 230000015572 biosynthetic process Effects 0.000 claims abstract description 19
- 238000003786 synthesis reaction Methods 0.000 claims abstract description 19
- 229940096017 silver fluoride Drugs 0.000 claims abstract description 18
- REYHXKZHIMGNSE-UHFFFAOYSA-M silver monofluoride Chemical compound [F-].[Ag+] REYHXKZHIMGNSE-UHFFFAOYSA-M 0.000 claims abstract description 18
- 239000002904 solvent Substances 0.000 claims abstract description 8
- 125000005034 trifluormethylthio group Chemical group FC(S*)(F)F 0.000 claims abstract description 6
- 239000002994 raw material Substances 0.000 claims abstract description 5
- LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical compound SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 claims description 24
- XPDWGBQVDMORPB-UHFFFAOYSA-N Fluoroform Chemical compound FC(F)F XPDWGBQVDMORPB-UHFFFAOYSA-N 0.000 claims description 22
- 150000001875 compounds Chemical class 0.000 claims description 12
- -1 trifluoromethyl thioester Chemical class 0.000 claims description 10
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims description 9
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 9
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 8
- FOIXSVOLVBLSDH-UHFFFAOYSA-N Silver ion Chemical compound [Ag+] FOIXSVOLVBLSDH-UHFFFAOYSA-N 0.000 claims description 8
- 238000010189 synthetic method Methods 0.000 claims description 8
- GETTZEONDQJALK-UHFFFAOYSA-N (trifluoromethyl)benzene Chemical compound FC(F)(F)C1=CC=CC=C1 GETTZEONDQJALK-UHFFFAOYSA-N 0.000 claims description 6
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 6
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims description 6
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 6
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 4
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims description 4
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 claims description 3
- 230000035484 reaction time Effects 0.000 claims description 3
- BYEAHWXPCBROCE-UHFFFAOYSA-N 1,1,1,3,3,3-hexafluoropropan-2-ol Chemical compound FC(F)(F)C(O)C(F)(F)F BYEAHWXPCBROCE-UHFFFAOYSA-N 0.000 claims description 2
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical group ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 claims description 2
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 claims description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims description 2
- 125000003342 alkenyl group Chemical group 0.000 claims description 2
- 125000003545 alkoxy group Chemical group 0.000 claims description 2
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- 125000004414 alkyl thio group Chemical group 0.000 claims description 2
- 125000000304 alkynyl group Chemical group 0.000 claims description 2
- 125000003118 aryl group Chemical group 0.000 claims description 2
- 229910052736 halogen Inorganic materials 0.000 claims description 2
- 150000002367 halogens Chemical group 0.000 claims description 2
- 239000003960 organic solvent Substances 0.000 claims description 2
- 125000001424 substituent group Chemical group 0.000 claims description 2
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims description 2
- 239000008096 xylene Substances 0.000 claims description 2
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims 3
- GZRXLNQFRQGJLU-UHFFFAOYSA-N silver trifluoromethanethiol Chemical compound [Ag+].FC(F)(F)S GZRXLNQFRQGJLU-UHFFFAOYSA-N 0.000 claims 2
- 238000000746 purification Methods 0.000 abstract description 7
- 238000000926 separation method Methods 0.000 abstract description 7
- 239000003153 chemical reaction reagent Substances 0.000 abstract description 6
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical group [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 abstract description 4
- 238000009776 industrial production Methods 0.000 abstract description 2
- 150000002894 organic compounds Chemical class 0.000 abstract description 2
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 abstract 2
- WLILADAHNWGCTO-UHFFFAOYSA-N O=C(C1=CC=C(C(F)(F)F)C=C1)OSC(F)(F)F Chemical compound O=C(C1=CC=C(C(F)(F)F)C=C1)OSC(F)(F)F WLILADAHNWGCTO-UHFFFAOYSA-N 0.000 description 16
- MBFKNKAAFJNMQB-UHFFFAOYSA-N silver;fluoroform Chemical compound [Ag+].FC(F)F MBFKNKAAFJNMQB-UHFFFAOYSA-N 0.000 description 10
- 238000003760 magnetic stirring Methods 0.000 description 7
- 239000000047 product Substances 0.000 description 7
- YFJVCMOXRHOXIH-UHFFFAOYSA-N fluoroform;silver Chemical compound [Ag].FC(F)F YFJVCMOXRHOXIH-UHFFFAOYSA-N 0.000 description 6
- NUHIGWANTLGNDF-UHFFFAOYSA-N FC(C1=CC=C(C(SC(F)(F)F)=O)C=C1)(F)F Chemical compound FC(C1=CC=C(C(SC(F)(F)F)=O)C=C1)(F)F NUHIGWANTLGNDF-UHFFFAOYSA-N 0.000 description 5
- 229940079593 drug Drugs 0.000 description 5
- 239000003814 drug Substances 0.000 description 5
- IOVCXBKSFCOUKK-UHFFFAOYSA-N O=C(C(C=C1)=CC=C1C1=CC=CC=C1)OSC(F)(F)F Chemical compound O=C(C(C=C1)=CC=C1C1=CC=CC=C1)OSC(F)(F)F IOVCXBKSFCOUKK-UHFFFAOYSA-N 0.000 description 4
- 239000002699 waste material Substances 0.000 description 4
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 3
- 229910052731 fluorine Inorganic materials 0.000 description 3
- 239000011737 fluorine Substances 0.000 description 3
- 230000000269 nucleophilic effect Effects 0.000 description 3
- 238000001308 synthesis method Methods 0.000 description 3
- 238000006692 trifluoromethylation reaction Methods 0.000 description 3
- ATHHXGZTWNVVOU-UHFFFAOYSA-N N-methylformamide Chemical compound CNC=O ATHHXGZTWNVVOU-UHFFFAOYSA-N 0.000 description 2
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 description 2
- 230000009286 beneficial effect Effects 0.000 description 2
- KAVUKAXLXGRUCD-UHFFFAOYSA-M sodium trifluoromethanesulfinate Chemical compound [Na+].[O-]S(=O)C(F)(F)F KAVUKAXLXGRUCD-UHFFFAOYSA-M 0.000 description 2
- OFHCXWMZXQBQMH-UHFFFAOYSA-N trifluoro(trifluoromethylsulfanyl)methane Chemical compound FC(F)(F)SC(F)(F)F OFHCXWMZXQBQMH-UHFFFAOYSA-N 0.000 description 2
- LAPRSDADUGECQK-UHFFFAOYSA-N CCCCCCCCCCCC([O-])=[S+]C(F)(F)F Chemical compound CCCCCCCCCCCC([O-])=[S+]C(F)(F)F LAPRSDADUGECQK-UHFFFAOYSA-N 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- 206010059866 Drug resistance Diseases 0.000 description 1
- IWAUFDGEGMXCJB-UHFFFAOYSA-N S-(trifluoromethyl) 4-phenylbenzenecarbothioate Chemical compound FC(F)(F)SC(=O)c1ccc(cc1)-c1ccccc1 IWAUFDGEGMXCJB-UHFFFAOYSA-N 0.000 description 1
- 229910052946 acanthite Inorganic materials 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- NEHMKBQYUWJMIP-NJFSPNSNSA-N chloro(114C)methane Chemical compound [14CH3]Cl NEHMKBQYUWJMIP-NJFSPNSNSA-N 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 238000009510 drug design Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 125000001153 fluoro group Chemical group F* 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 150000002632 lipids Chemical class 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 230000001404 mediated effect Effects 0.000 description 1
- 230000002503 metabolic effect Effects 0.000 description 1
- 239000010956 nickel silver Substances 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- XUARKZBEFFVFRG-UHFFFAOYSA-N silver sulfide Chemical compound [S-2].[Ag+].[Ag+] XUARKZBEFFVFRG-UHFFFAOYSA-N 0.000 description 1
- 229940056910 silver sulfide Drugs 0.000 description 1
- MWKJTNBSKNUMFN-UHFFFAOYSA-N trifluoromethyltrimethylsilane Chemical compound C[Si](C)(C)C(F)(F)F MWKJTNBSKNUMFN-UHFFFAOYSA-N 0.000 description 1
- 238000006891 umpolung reaction Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C319/00—Preparation of thiols, sulfides, hydropolysulfides or polysulfides
- C07C319/02—Preparation of thiols, sulfides, hydropolysulfides or polysulfides of thiols
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
Abstract
本发明属于有机化合物合成技术领域,涉及一种三氟甲烷硫醇银(I)的合成方法。一种三氟甲烷硫醇银(I)(CAS号:811-68-7)的合成方法,以氟化银为原料,采用三氟甲硫酯作为三氟甲硫基来源,合成三氟甲烷硫醇银(I)。本发明以三氟甲硫酯作为三氟甲硫基来源,在溶剂中与氟化银反应生成三氟甲烷硫醇银(I),分离提纯后得到三氟甲烷硫醇银(I)成品。本发明所述的三氟甲烷硫醇银(I)的合成方法,原材料易得、反应试剂易制备且价格低廉,显著降低了三氟甲烷硫醇银(I)的合成成本,合成条件温和,操作简便安全,利于工业化生产;银原子利用率高、绿色环保。
Description
本发明属于有机化合物合成技术领域,涉及一种三氟甲烷硫醇银(I)的合成方法。
氟原子在现代药物设计与合成中具有重要的地位(Liu X,Xu C,Wang M,et al.Trifluoromethyltrimethylsilane:nucleophilic trifluoromethylation and beyond[J].Chem Rev,2015,115(2):683-730.),据统计,15%~20%的现代药物中含有含氟基团(Hui R,Zhang S,Tan Z,et al.Research Progress of Trifluoromethylation with Sodium Trifluoromethanesulfinate[J].Chin J Org Chem(有机化学),2017,37(12):3060-3075)。含氟基团的存在有助于增加药物分子的亲脂性、代谢稳定性(Yang B,Xu XH,Qing FL.Copper-mediated radical 1,2-bis(trifluoromethylation)of alkenes with sodium trifluoromethanesulfinate[J].Org Lett,2015,17(8):1906-1909.),也减少了药物耐药性的产生。同时,三氟甲硫基(-SCF3)是目前现有的亲脂性最强的含氟官能团之一(Hansch参数π
R=1.44),在药物中引入该基团可显著改变药物脂溶性、改善药物生物利用度和生物膜透过性质。(Glenadel Q,Tlili A,Billard T.Metal-Free Direct Dehydroxytri-fluoromethylthiolation of Alcohols via the Umpolung Reactivity of Trifluoromethanesulfenamides[J].Eur J Org Chem,2016(11):1955-1957.)
三氟甲烷硫醇银(I)是一种重要的亲核性三氟甲硫化试剂,在三氟甲硫化反应中有着重要的地位,但是其原先的合成方法对银原子利用率低,生成较多的硫化银副产物,(Zheng HD,Huang YJ,Weng ZQ.Recent advances in triflfluoromethylthiolation using nucleophilic triflfluoromethylthiolating reagents[J].Tetrahedron Letters,2016,57(13):1397–1409;ZhangPP,LuL,Shen,QL.Recent Progress on Direct Trifluoromethylthiolating Reagents and Methods[J].Acta Chim.Sinica,2017,75,744—769),由此造成合成成本较高且废弃物多。
因此,开发新的合成三氟甲烷硫醇银(I)的方法,以替代现有的合成工艺,对实现三氟甲烷硫醇银(I)大规模工业化生产具有重要意义。
发明内容
本发明的目的是针对现有合成方法存在的缺陷和不足,提供一种新的三氟甲烷硫醇银(I)的高效合成方法,该方法具有合成原料与三氟甲硫试剂易得、成本低廉、条件温和、废弃物少和合成工艺简单等优点。
为实现上述目的,本发明采用的技术方案是:一种三氟甲烷硫醇银(I)(CAS号:811-68-7)的合成方法,该方法以氟化银为原料,采用三氟甲硫酯作为三氟甲硫基来源,合成三氟甲烷硫醇银(I)。
作为本发明的一种优选方式,合成三氟甲烷硫醇银(I)的反应方程式为:
式(3)中,R为任意取代基;
式(1)所示化合物的合成过程为:将式(2)所示的化合物,与式(3)所示的化合物溶于溶剂中,在特定温度下,反应一定时间后,生成式(1)所示化合物;
所述溶剂为有机溶剂;
反应体系中,式(2)所示化合物、式(3)所示化合物的摩尔配比范围是1:(1~10);
反应温度为0℃-50℃,反应时间为0.5-72h。
进一步优选地,式(3)中,R选自芳基、烷基、烯基、炔基、卤素、烷氧基、酚氧基、烷硫基、酚硫基、H、NO
2、CN基团中的任一种。
进一步优选地,所述的溶剂为1,2-二氯乙烷、二氯甲烷、乙腈、1,4-二氧六环、苯、甲苯、二甲苯、三氟甲苯、N,N-二甲基甲酰胺、N,N-二甲基乙酰胺、二甲亚砜、四氢呋喃、甲醇、乙醇、异丙醇、六氟异丙醇、乙醚中的任一种。
与现有的合成方法相比,本发明的三氟甲烷硫醇银(I)的合成方法,具有以下有益效果:
(1)本发明采用的三氟甲硫反应试剂商业可得且易于合成,显著降低了三氟甲烷硫醇银(I)的合成成本,利于工业化生产;
(2)本发明的合成方法条件温和,可在常温常压下进行,所需设备要求低;
(3)操作简便安全,反应条件温和,废弃物少,绿色环保。
下面对本发明实施例中的技术方案进行清楚、完整地描述,显然,所描述的实施例仅仅是本发明的一部分实施例,而不是全部的实施例。基于本发明中的实施例,本领域普通技术人员在没有做出创造性劳动前提下所获得的所有其他实施例,都属于本发明保护的范围。
实施例1-3主要用于说明本发明方法的所使用的三氟甲硫酯的广泛适用性,实施例4-7主要用于说明更换溶剂、反应温度、反应时间等条件的情况下,仍能获得三氟甲烷硫醇银(I)。
实施例1:本实施例中,利用氟化银与对苯基苯甲酸三氟甲硫酯(3a)(S-(trifluoromethyl)[1,1'-biphenyl]-4-carbothioate)反应合成三氟甲烷硫醇银(I)
反应方程式为:
合成步骤和过程为:向装有磁力搅拌子的10mL反应管中加入氟化银(0.4mmol,51mg)、对苯基苯甲酸三氟甲硫酯3a(1.0mmol,282mg),再加入4.0mL二甲基亚砜,将反应管固定于磁力搅拌器上,在35℃油浴下反应24小时,分离提纯得到目标产物三氟甲烷硫醇银(I),收率67.8%。
实施例2:本实施例中,利用氟化银与十二酸三氟甲硫酯(3b)(S-(trifluoromethyl)dodecanethioate)反应合成三氟甲烷硫醇银(I)
反应方程式为:
合成步骤和过程为:向装有磁力搅拌子的10mL反应管中加入氟化银(0.5mmol,63.5mg)、十二酸三氟甲硫酯3b(2.0mmol,568mg),再加入4.0mL 1.4-二氧六环;将反应管固定于磁力搅拌器上,在室温反应18小时,分离提纯得到目标产物三氟甲烷硫醇银(I),收率47.7%。
实施例3:本实施例中,利用氟化银与对三氟甲基苯甲酸三氟甲硫酯(3c)(S-(trifluoromethyl)4-(trifluoromethyl)benzothioate)反应合成三氟甲烷硫醇银(I)
反应方程式为:
合成步骤和过程为:向装有磁力搅拌子的10mL反应管中加入氟化银(1mmol,127mg)、对三氟甲基苯甲酸三氟甲硫酯3c(1.0mmol,274mg),再加入3.0mL乙腈,将反应管固定于磁力搅拌器上,完毕后在15摄氏度下反应36小时,分离提纯得到目标产物三氟甲烷硫醇银(I),收率72.5%。
实施例4:本实施例中,利用氟化银与对三氟甲基苯甲酸三氟甲硫酯(3c)(S-(trifluoromethyl)4-(trifluoromethyl)benzothioate)反应合成三氟甲烷硫醇银(I)
反应方程式为:
合成步骤和过程为:向装有磁力搅拌子的10mL反应管中加入氟化银(0.6mmol,76mg)、对三氟甲基苯甲酸三氟甲硫酯3c(3.0mmol,822mg),再加入4.0mL三氟甲苯;将反应管固定于磁力搅拌器上,完毕后在20摄氏度反应10小时,分离提纯得到目标产物三氟甲烷硫醇银(I),收率78.4%。
实施例5:本实施例中,利用氟化银与对三氟甲基苯甲酸三氟甲硫酯(3c)(S-(trifluoromethyl)4-(trifluoromethyl)benzothioate)反应合成三氟甲烷硫醇银(I)
反应方程式为:
合成步骤和过程为:向装有磁力搅拌子的10mL反应管中加入氟化银(0.6mmol,76mg)、对三氟甲基苯甲酸三氟甲硫酯3c(3.0mmol,822mg),再加入4.0mL乙醚;将反应管固定于磁力搅拌器上,完毕后在10摄氏度反应24小时,分离提 纯得到目标产物三氟甲烷硫醇银(I),收率25.3%。
实施例6:本实施例中,利用氟化银与对三氟甲基苯甲酸三氟甲硫酯(3c)(S-(trifluoromethyl)4-(trifluoromethyl)benzothioate)反应合成三氟甲烷硫醇银(I)
反应方程式为:
合成步骤和过程为:向装有磁力搅拌子的10mL反应管中加入氟化银(0.6mmol,76mg)、对三氟甲基三氟甲硫酯3c(3.0mmol,822mg),再加入4.0mL甲苯,将反应管固定于磁力搅拌器上,完毕后在50摄氏度反应10小时,分离提纯得到目标产物三氟甲烷硫醇银(I),收率43.4%。
实施例7:本实施例中,利用氟化银与对三氟甲基苯甲酸三氟甲硫酯(3c)(S-(trifluoromethyl)4-(trifluoromethyl)benzothioate)反应合成三氟甲烷硫醇银(I)
反应方程式为:
合成步骤和过程为:向装有磁力搅拌子的10mL反应管中加入氟化银(0.6mmol,76mg)、对三氟甲基三氟甲硫酯(3.0mmol,822mg),再加入4.0mL二氯甲烷,将反应管固定于磁力搅拌器上,在15摄氏度反应36小时,分离提纯得到目标产物三氟甲烷硫醇银(I),收率48.5%。
本发明的方法,由于采用了廉价易得的三氟甲硫酯作为三氟甲硫基来源来合成三氟甲烷硫醇银(I),能够显著降低银原子使用量,降低废弃物排放。表1概述本发明所述方法和现有主流方法的相关情况对比。
表1本发明所用方法与现有方法的对比
Claims (4)
- 一种三氟甲烷硫醇银(I)(CAS号:811-68-7)的合成方法,其特征在于,以氟化银为原料,采用三氟甲硫酯作为三氟甲硫基来源,合成三氟甲烷硫醇银(I)。
- 根据权利要求2所述的三氟甲烷硫醇银(I)的合成方法,其特征在于,式(3)中,R选自芳基、烷基、烯基、炔基、卤素、烷氧基、酚氧基、烷硫基、酚硫基、H、NO 2、CN基团中的任一种。
- 根据权利要求2-3中任一项所述的三氟甲烷硫醇银(I)的合成方法,其特征在于,所述的溶剂为1,2-二氯乙烷、二氯甲烷、乙腈、1,4-二氧六环、苯、甲苯、二甲苯、三氟甲苯、N,N-二甲基甲酰胺、N,N-二甲基乙酰胺、二甲亚砜、四氢呋喃、甲醇、乙醇、异丙醇、六氟异丙醇、乙醚中的任一种。
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