JPH0441129B2 - - Google Patents
Info
- Publication number
- JPH0441129B2 JPH0441129B2 JP58140504A JP14050483A JPH0441129B2 JP H0441129 B2 JPH0441129 B2 JP H0441129B2 JP 58140504 A JP58140504 A JP 58140504A JP 14050483 A JP14050483 A JP 14050483A JP H0441129 B2 JPH0441129 B2 JP H0441129B2
- Authority
- JP
- Japan
- Prior art keywords
- hydroxyl group
- alcoholic hydroxyl
- group
- fluorine atom
- organic compound
- 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.)
- Expired - Lifetime
Links
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 21
- 230000001476 alcoholic effect Effects 0.000 claims description 19
- 125000001153 fluoro group Chemical group F* 0.000 claims description 17
- 238000000034 method Methods 0.000 claims description 17
- -1 trimethylsiloxy group Chemical group 0.000 claims description 16
- 229910052731 fluorine Inorganic materials 0.000 claims description 14
- 150000002894 organic compounds Chemical class 0.000 claims description 14
- 239000012025 fluorinating agent Substances 0.000 claims description 13
- 238000003682 fluorination reaction Methods 0.000 claims description 10
- QPQHUYYTMBTSHA-UHFFFAOYSA-N amino thiohypofluorite Chemical compound NSF QPQHUYYTMBTSHA-UHFFFAOYSA-N 0.000 claims description 6
- 229910052799 carbon Inorganic materials 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 12
- 150000001875 compounds Chemical class 0.000 description 7
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 239000006227 byproduct Substances 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 description 2
- 238000007086 side reaction Methods 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- FPGGTKZVZWFYPV-UHFFFAOYSA-M tetrabutylammonium fluoride Chemical compound [F-].CCCC[N+](CCCC)(CCCC)CCCC FPGGTKZVZWFYPV-UHFFFAOYSA-M 0.000 description 2
- WGCJTTUVWKJDAX-UHFFFAOYSA-N 1-fluoro-2-methylpropane Chemical compound CC(C)CF WGCJTTUVWKJDAX-UHFFFAOYSA-N 0.000 description 1
- FCBJLBCGHCTPAQ-UHFFFAOYSA-N 1-fluorobutane Chemical group CCCCF FCBJLBCGHCTPAQ-UHFFFAOYSA-N 0.000 description 1
- 238000004293 19F NMR spectroscopy Methods 0.000 description 1
- TVJHFQWCMCKELZ-UHFFFAOYSA-N 2-fluorooctane Chemical compound CCCCCCC(C)F TVJHFQWCMCKELZ-UHFFFAOYSA-N 0.000 description 1
- ILPBINAXDRFYPL-UHFFFAOYSA-N 2-octene Chemical compound CCCCCC=CC ILPBINAXDRFYPL-UHFFFAOYSA-N 0.000 description 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical class N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 238000004440 column chromatography Methods 0.000 description 1
- 230000018044 dehydration Effects 0.000 description 1
- 238000006297 dehydration reaction Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 150000002430 hydrocarbons Chemical group 0.000 description 1
- 229940035429 isobutyl alcohol Drugs 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- SJWFXCIHNDVPSH-UHFFFAOYSA-N octan-2-ol Chemical compound CCCCCCC(C)O SJWFXCIHNDVPSH-UHFFFAOYSA-N 0.000 description 1
- 230000001766 physiological effect Effects 0.000 description 1
- 125000006239 protecting group Chemical group 0.000 description 1
- 230000008707 rearrangement Effects 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical class O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 1
- 125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP14050483A JPS6032718A (ja) | 1983-08-02 | 1983-08-02 | フツ素化方法 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP14050483A JPS6032718A (ja) | 1983-08-02 | 1983-08-02 | フツ素化方法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS6032718A JPS6032718A (ja) | 1985-02-19 |
| JPH0441129B2 true JPH0441129B2 (ru) | 1992-07-07 |
Family
ID=15270176
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP14050483A Granted JPS6032718A (ja) | 1983-08-02 | 1983-08-02 | フツ素化方法 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS6032718A (ru) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR101814406B1 (ko) | 2013-10-30 | 2018-01-04 | 제온 코포레이션 | 고순도 불소화 탄화수소, 플라즈마 에칭용 가스로서의 사용, 및, 플라즈마 에칭 방법 |
| EP3505505A4 (en) | 2016-08-25 | 2020-03-25 | Zeon Corporation | METHOD FOR CONVERTING BUTENES AND METHOD FOR PURIFYING MONOFLUOROBUTANE |
-
1983
- 1983-08-02 JP JP14050483A patent/JPS6032718A/ja active Granted
Non-Patent Citations (1)
| Title |
|---|
| J.ORG.CHEM=1979 * |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS6032718A (ja) | 1985-02-19 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| Corey et al. | A stereoselective synthesis of (+-)-11-hydroxy-trans-8-dodecenoic acid lactone, a naturally occurring macrolide from Cephalosporium recifei | |
| KR840002400A (ko) | 7-옥사비시클로헵탄 및 7-옥사비시클로헵텐 프로스타글라딘 동족체의 제조방법 | |
| Mukaiyama et al. | A facile synthesis of α-C-ribofuranosides from 1-O-acetyl ribose in the presence of trityl perchlolate | |
| Corey et al. | Methods for the interconversion of protective groups. Transformation of mem ethers into isopropylthiomethyl ethers or cyanomethyl ethers | |
| Tiecco et al. | Catalytic conversion of (β, γ-unsaturated esters, amides and nitriles into γ-alkoxy or γ-hydroxy α, β-unsaturated derivatives induced by persulfate anion oxidation of diphenyl diselenide | |
| Takai et al. | Stereoselective epoxidation of allylic alcohols and dehydrogenative oxidation of secondary alcohols by means of t-butyl hydroperoxide and aluminium reagents. | |
| Snyder et al. | Stereochemistry of quinate-shikimate conversions. Synthesis of (-)-4-epi-shikimic acid | |
| JPH0441129B2 (ru) | ||
| Moon et al. | Facile synthesis of 1, 4-cyclooctadiene | |
| Tsuda et al. | Stereoselective Synthesis of Angularly Methylated Trans Fused Hydrindanone by Conjugate Reduction | |
| Chen et al. | Prostaglandins and congeners. 27. Synthesis of biologically active 16-halomethyl derivatives of 15-deoxy-16-hydroxyprostaglandin E2 | |
| JPS6344743B2 (ru) | ||
| Mata et al. | Stereoselective synthesis of 6-fluoropenicillanate analogs of. beta.-lactamase inhibitors | |
| EP0819697A2 (fr) | 1-C-perfluoroalkyl glycosides, procédé de préparation et utilisations | |
| JPH10504321A (ja) | フリル銅試薬を用いるプロスタグランジンｅ１、ｅ２およびこれらの類似体の調製法 | |
| JPS6343385B2 (ru) | ||
| DE3876230T2 (de) | Verfahren und zwischenprodukte. | |
| US6313341B1 (en) | Process for the preparation of prostaglandins | |
| Kurosawa et al. | Homolysis of the TL-C bond in hydrodethallation of alkylthallium (III) compounds with n-benzyl-1, 4-dihydronicotinamide | |
| AU644211B2 (en) | Novel prostaglandin I2 derivatives | |
| JP3195002B2 (ja) | 新規なプロスタグランジン誘導体 | |
| SU784195A1 (ru) | Способ получени 2-олеоилциклогексан-1,3-диона формулы | |
| DE2166630C3 (de) | Optisch aktive Trimethylsilyläther von Prostansäurederivaten sowie ein Verfahren zu deren Herstellung | |
| Robinson et al. | Synthesis of 2-fluoro-3-buten-1-ol | |
| JPS61126048A (ja) | 光学活性４−ヒドロキシ−２−シクロペンテノン類の製法 |