JPH0363543B2 - - Google Patents
Info
- Publication number
- JPH0363543B2 JPH0363543B2 JP15100682A JP15100682A JPH0363543B2 JP H0363543 B2 JPH0363543 B2 JP H0363543B2 JP 15100682 A JP15100682 A JP 15100682A JP 15100682 A JP15100682 A JP 15100682A JP H0363543 B2 JPH0363543 B2 JP H0363543B2
- Authority
- JP
- Japan
- Prior art keywords
- alcohol
- product
- fluorinating agent
- fluorinating
- fluorinated
- 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
Links
- 239000012025 fluorinating agent Substances 0.000 claims description 12
- 150000003509 tertiary alcohols Chemical class 0.000 claims description 6
- 125000004432 carbon atom Chemical group C* 0.000 claims description 4
- 125000000217 alkyl group Chemical group 0.000 claims description 3
- 229910052757 nitrogen Inorganic materials 0.000 claims description 3
- -1 benzyl alcohol, secondary alcohol Chemical class 0.000 claims description 2
- 239000000047 product Substances 0.000 description 13
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 description 12
- 230000008878 coupling Effects 0.000 description 10
- 238000010168 coupling process Methods 0.000 description 10
- 238000005859 coupling reaction Methods 0.000 description 10
- 239000000126 substance Substances 0.000 description 10
- 238000003682 fluorination reaction Methods 0.000 description 8
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 7
- 238000006243 chemical reaction Methods 0.000 description 7
- HPNMFZURTQLUMO-UHFFFAOYSA-N diethylamine Chemical compound CCNCC HPNMFZURTQLUMO-UHFFFAOYSA-N 0.000 description 7
- 239000003153 chemical reaction reagent Substances 0.000 description 5
- 239000013067 intermediate product Substances 0.000 description 5
- 150000001298 alcohols Chemical class 0.000 description 4
- 235000019445 benzyl alcohol Nutrition 0.000 description 4
- 239000006227 byproduct Substances 0.000 description 4
- MHDVGSVTJDSBDK-UHFFFAOYSA-N dibenzyl ether Chemical compound C=1C=CC=CC=1COCC1=CC=CC=C1 MHDVGSVTJDSBDK-UHFFFAOYSA-N 0.000 description 4
- 150000002081 enamines Chemical class 0.000 description 4
- 150000003333 secondary alcohols Chemical class 0.000 description 4
- 239000007858 starting material Substances 0.000 description 4
- IJAMTQYHPNIDPL-UHFFFAOYSA-N 4-(diethylamino)-3,4,4-trifluorobutan-2-one Chemical compound CCN(CC)C(F)(F)C(F)C(C)=O IJAMTQYHPNIDPL-UHFFFAOYSA-N 0.000 description 3
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 3
- 150000001336 alkenes Chemical class 0.000 description 3
- 229910052731 fluorine Inorganic materials 0.000 description 3
- 239000011737 fluorine Substances 0.000 description 3
- 150000003138 primary alcohols Chemical class 0.000 description 3
- CSGMSIADSCCRNO-UHFFFAOYSA-N 3,4,4-trifluorobut-3-en-2-one Chemical compound CC(=O)C(F)=C(F)F CSGMSIADSCCRNO-UHFFFAOYSA-N 0.000 description 2
- RSYRRHBZDHIHIT-UHFFFAOYSA-N 4-(diethylamino)-3,4-difluorobut-3-en-2-one Chemical compound CCN(CC)C(F)=C(F)C(C)=O RSYRRHBZDHIHIT-UHFFFAOYSA-N 0.000 description 2
- 238000006845 Michael addition reaction Methods 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 125000001153 fluoro group Chemical group F* 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical compound O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 description 2
- WGYKZJWCGVVSQN-UHFFFAOYSA-N propylamine Chemical compound CCCN WGYKZJWCGVVSQN-UHFFFAOYSA-N 0.000 description 2
- 238000001228 spectrum Methods 0.000 description 2
- MIZLGWKEZAPEFJ-UHFFFAOYSA-N 1,1,2-trifluoroethene Chemical compound FC=C(F)F MIZLGWKEZAPEFJ-UHFFFAOYSA-N 0.000 description 1
- REGQMPHLKYEWQZ-UHFFFAOYSA-N 4-chloro-3,4,4-trifluorobutan-2-one Chemical compound CC(=O)C(F)C(F)(F)Cl REGQMPHLKYEWQZ-UHFFFAOYSA-N 0.000 description 1
- 230000001476 alcoholic effect Effects 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- UUAGAQFQZIEFAH-UHFFFAOYSA-N chlorotrifluoroethylene Chemical group FC(F)=C(F)Cl UUAGAQFQZIEFAH-UHFFFAOYSA-N 0.000 description 1
- 229940125898 compound 5 Drugs 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 125000005265 dialkylamine group Chemical group 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- 230000001766 physiological effect Effects 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 230000035484 reaction time Effects 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 |
|---|---|---|---|
| JP15100682A JPS5946251A (ja) | 1982-08-31 | 1982-08-31 | フツ素化剤 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP15100682A JPS5946251A (ja) | 1982-08-31 | 1982-08-31 | フツ素化剤 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5946251A JPS5946251A (ja) | 1984-03-15 |
| JPH0363543B2 true JPH0363543B2 (enExample) | 1991-10-01 |
Family
ID=15509225
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP15100682A Granted JPS5946251A (ja) | 1982-08-31 | 1982-08-31 | フツ素化剤 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS5946251A (enExample) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2020230844A1 (ja) * | 2019-05-14 | 2020-11-19 | Dmg森精機株式会社 | レーザ照射ヘッド |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR20150125005A (ko) * | 2013-03-07 | 2015-11-06 | 제온 코포레이션 | 고순도 2-플루오로부탄 |
| JP6206198B2 (ja) | 2013-07-19 | 2017-10-04 | 日本ゼオン株式会社 | ２−フルオロブタンの精製方法 |
| JP6451653B2 (ja) | 2014-02-12 | 2019-01-16 | 日本ゼオン株式会社 | フッ素化炭化水素の製造方法 |
| KR102699048B1 (ko) | 2015-03-31 | 2024-08-26 | 칸토 덴카 코교 가부시키가이샤 | 불소화알칸의 제조 방법, 아미딘 염기의 분리, 회수 방법, 및 회수 아미딘 염기의 사용 방법 |
| WO2017022571A1 (ja) | 2015-08-05 | 2017-02-09 | 日本ゼオン株式会社 | フッ素化炭化水素の製造方法 |
| KR20190039404A (ko) | 2016-08-25 | 2019-04-11 | 니폰 제온 가부시키가이샤 | 부텐류의 변환 방법 및 모노플루오로부탄의 정제 방법 |
| EP3604262A4 (en) | 2017-03-22 | 2020-11-18 | Zeon Corporation | FLUORINE HYDROCARBON PRODUCTION PROCESS |
-
1982
- 1982-08-31 JP JP15100682A patent/JPS5946251A/ja active Granted
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2020230844A1 (ja) * | 2019-05-14 | 2020-11-19 | Dmg森精機株式会社 | レーザ照射ヘッド |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5946251A (ja) | 1984-03-15 |
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