JP2002371088A5 - - Google Patents
Download PDFInfo
- Publication number
- JP2002371088A5 JP2002371088A5 JP2002087549A JP2002087549A JP2002371088A5 JP 2002371088 A5 JP2002371088 A5 JP 2002371088A5 JP 2002087549 A JP2002087549 A JP 2002087549A JP 2002087549 A JP2002087549 A JP 2002087549A JP 2002371088 A5 JP2002371088 A5 JP 2002371088A5
- Authority
- JP
- Japan
- Prior art keywords
- reaction
- methyl
- alkali metal
- pentanone
- internal temperature
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 7
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 description 7
- 238000006243 chemical reaction Methods 0.000 description 7
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 6
- -1 3-sulfophenyl Chemical group 0.000 description 5
- 239000011541 reaction mixture Substances 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- 229910001873 dinitrogen Inorganic materials 0.000 description 4
- 239000012299 nitrogen atmosphere Substances 0.000 description 4
- AKEJUJNQAAGONA-UHFFFAOYSA-N sulfur trioxide Chemical compound O=S(=O)=O AKEJUJNQAAGONA-UHFFFAOYSA-N 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 229910052783 alkali metal Inorganic materials 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 239000013078 crystal Substances 0.000 description 3
- 239000012535 impurity Substances 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- XYFCBTPGUUZFHI-UHFFFAOYSA-N Phosphine Chemical compound P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 2
- 229910000288 alkali metal carbonate Inorganic materials 0.000 description 2
- 150000008041 alkali metal carbonates Chemical class 0.000 description 2
- 229910001413 alkali metal ion Inorganic materials 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 238000006471 dimerization reaction Methods 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 150000004714 phosphonium salts Chemical class 0.000 description 2
- 229910052698 phosphorus Inorganic materials 0.000 description 2
- 239000011574 phosphorus Substances 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- NTUROZDXWLPVHB-UHFFFAOYSA-M sodium;3-diphenylphosphanylbenzenesulfonate Chemical compound [Na+].[O-]S(=O)(=O)C1=CC=CC(P(C=2C=CC=CC=2)C=2C=CC=CC=2)=C1 NTUROZDXWLPVHB-UHFFFAOYSA-M 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- CBXCPBUEXACCNR-UHFFFAOYSA-N tetraethylammonium Chemical class CC[N+](CC)(CC)CC CBXCPBUEXACCNR-UHFFFAOYSA-N 0.000 description 2
- RIOQSEWOXXDEQQ-UHFFFAOYSA-N triphenylphosphine Chemical compound C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 RIOQSEWOXXDEQQ-UHFFFAOYSA-N 0.000 description 2
- 238000005160 1H NMR spectroscopy Methods 0.000 description 1
- PJKUVJSPRYXAFR-UHFFFAOYSA-N 2-[phenyl-(2-sulfophenyl)phosphanyl]benzenesulfonic acid Chemical class OS(=O)(=O)C1=CC=CC=C1P(C=1C(=CC=CC=1)S(O)(=O)=O)C1=CC=CC=C1 PJKUVJSPRYXAFR-UHFFFAOYSA-N 0.000 description 1
- YQEPTNWSGJQCOK-UHFFFAOYSA-N 2-bis(2-sulfophenyl)phosphanylbenzenesulfonic acid Chemical class OS(=O)(=O)C1=CC=CC=C1P(C=1C(=CC=CC=1)S(O)(=O)=O)C1=CC=CC=C1S(O)(=O)=O YQEPTNWSGJQCOK-UHFFFAOYSA-N 0.000 description 1
- HXVJDHROZFWXHT-UHFFFAOYSA-N 2-diphenylphosphanylbenzenesulfonic acid Chemical class OS(=O)(=O)C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 HXVJDHROZFWXHT-UHFFFAOYSA-N 0.000 description 1
- ZBMZOFSLQIPSPW-UHFFFAOYSA-N 3-bis(3-sulfophenyl)phosphanylbenzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC=CC(P(C=2C=C(C=CC=2)S(O)(=O)=O)C=2C=C(C=CC=2)S(O)(=O)=O)=C1 ZBMZOFSLQIPSPW-UHFFFAOYSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical compound OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- 238000005481 NMR spectroscopy Methods 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 229940077388 benzenesulfonate Drugs 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 150000004683 dihydrates Chemical class 0.000 description 1
- WSFPHCXQCFHUBS-UHFFFAOYSA-N diphenylphosphanyl benzenesulfonate Chemical compound C=1C=CC=CC=1S(=O)(=O)OP(C=1C=CC=CC=1)C1=CC=CC=C1 WSFPHCXQCFHUBS-UHFFFAOYSA-N 0.000 description 1
- 239000003480 eluent Substances 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 238000004128 high performance liquid chromatography Methods 0.000 description 1
- 239000005457 ice water Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- AUONHKJOIZSQGR-UHFFFAOYSA-N oxophosphane Chemical compound P=O AUONHKJOIZSQGR-UHFFFAOYSA-N 0.000 description 1
- 150000003003 phosphines Chemical class 0.000 description 1
- 229910000073 phosphorus hydride Inorganic materials 0.000 description 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 238000010183 spectrum analysis Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 150000003871 sulfonates Chemical class 0.000 description 1
- HIFJUMGIHIZEPX-UHFFFAOYSA-N sulfuric acid;sulfur trioxide Chemical compound O=S(=O)=O.OS(O)(=O)=O HIFJUMGIHIZEPX-UHFFFAOYSA-N 0.000 description 1
- ZMANZCXQSJIPKH-UHFFFAOYSA-O triethylammonium ion Chemical compound CC[NH+](CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-O 0.000 description 1
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2002087549A JP3949480B2 (ja) | 2001-04-13 | 2002-03-27 | スルホン酸アミン塩およびその製造方法 |
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2001114942 | 2001-04-13 | ||
| JP2001-114942 | 2001-04-13 | ||
| JP2002087549A JP3949480B2 (ja) | 2001-04-13 | 2002-03-27 | スルホン酸アミン塩およびその製造方法 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2002371088A JP2002371088A (ja) | 2002-12-26 |
| JP2002371088A5 true JP2002371088A5 (enExample) | 2004-11-25 |
| JP3949480B2 JP3949480B2 (ja) | 2007-07-25 |
Family
ID=26613546
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2002087549A Expired - Lifetime JP3949480B2 (ja) | 2001-04-13 | 2002-03-27 | スルホン酸アミン塩およびその製造方法 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP3949480B2 (enExample) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP6232417B2 (ja) | 2013-03-27 | 2017-11-15 | 株式会社クラレ | ビス（６−メチル−３−スルホフェニル）フェニルホスフィンおよびそのアンモニウム塩並びにそれらの製造方法 |
| SG11201507951SA (en) | 2013-03-27 | 2015-10-29 | Kuraray Co | Method for producing 2,7-octadien-1-ol |
| CA2907619C (en) | 2013-03-27 | 2021-06-15 | Kuraray Co., Ltd. | Bis(6-methyl-3-sulphophenyl)(2-methylphenyl)phosphine, ammonium salt thereof, and method for producing same |
| JP6997754B2 (ja) | 2017-02-27 | 2022-02-04 | 株式会社クラレ | 触媒液の製造方法 |
| CN118742532A (zh) * | 2022-02-25 | 2024-10-01 | 株式会社可乐丽 | 2,7-辛二烯-1-醇的制造方法 |
-
2002
- 2002-03-27 JP JP2002087549A patent/JP3949480B2/ja not_active Expired - Lifetime
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JP3117369B2 (ja) | スルホンイミドの製造方法 | |
| RU2625800C2 (ru) | Способы получения сложных эфиров пинакола и 4-хлор-2 фтор-3- замещенной фенилбороновой кислоты и способы их применения | |
| UA53742C2 (uk) | Спосіб одержання альдегідів, які використовують при синтезі сполук, цінних як антифолати | |
| DK1723156T3 (en) | Process for Preparation of Pyridine Derivatives | |
| CA2966631A1 (en) | Processes and intermediates for preparing alpha, omega-dicarboxylic acid-terminated dialkane ethers | |
| JP2002371088A5 (enExample) | ||
| CN115803318A (zh) | 制备(5s)-5-({2-[4-(丁氧羰基)苯基]乙基}[2-(2-{[3-氯-4’-(三氟甲基)[联苯]-4-基]甲氧基}苯基)乙基]氨基)-5,6,7,8-四氢喹啉-2-甲酸丁酯的方法 | |
| CN1326830C (zh) | 制备萘普生的硝基氧基衍生物的方法 | |
| JP6505756B2 (ja) | ４−クロロ−２−フルオロ−３−置換−フェニルボロン酸を単離する方法 | |
| EP0034917B1 (en) | 2-substituted-5-trifluoromethylpyridines and a process for producing the same | |
| US20080275265A1 (en) | Process for the Preparation of (Aminoalkylamino)Alkyl Halides and Conversion to Amifostine | |
| KR20120083238A (ko) | 알킬 포스페이트의 제조 방법 | |
| JP3626500B2 (ja) | 「ビス（４−アルキルチオフェニル）ジスルフィドの製造法」 | |
| HU199491B (en) | Process for producing quaternary ammonium salts of sulfonated triazylphosphines | |
| JP3949480B2 (ja) | スルホン酸アミン塩およびその製造方法 | |
| JPH08217745A (ja) | イミド類、その塩類およびそれらの製造法 | |
| Garlyauskayte et al. | Efficient synthesis of N-(trifluoromethylsulfonyl) trifluoromethanesulfonimidoyl fluoride–the key agent in the preparation of compounds with superstrong electron-withdrawing groups and strong acidic properties | |
| KR101609404B1 (ko) | 플루오르화 설포네이트 에스테르를 제조하기 위한 수성 방법 | |
| WO2005090270A1 (ja) | 含フッ素ハロゲン化物の製造方法 | |
| JP3972715B2 (ja) | スルフィド誘導体の製法 | |
| JP2565381B2 (ja) | Ｓ，ｏ−ジアルキル（２−オキソ−３−チアゾリジニル）ホスホノチオレートの製造方法 | |
| JP2003171388A (ja) | スルホン酸アミン塩の製造方法 | |
| JPH037295A (ja) | ジフエニルホスフイノベンゼン―ｍ―モノスルホン酸リチウムの製造法 | |
| KR101195631B1 (ko) | ９-［２-(포스포노메톡시)에틸］아데닌의 개선된 제조방법 | |
| JP4183974B2 (ja) | パラ−ジアリールホスフィノベンゼンスルホン酸塩の製造方法 |