US4004996A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Fluorination of organic compounds
Assignee: Merck and Co Inc
•
Filing: 1974-12-23
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Granted: 1977-01-25
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Expires: 1994-12-23
Abstract
Abstract Organic amines, amino acids, polyamides and vinylpolymers are fluorinated by the action of fluorine in liquid hydrogen fluoride optionally containing boron trifluoride or antimony pentafluoride at about -80° to 15° C. and optionally under irradiation with light.
Inventors
- 👤 Janos Kollonitsch
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-27 04:04
CPC Classifications
C; C08; C08F; C08F8/00; C08F8/18; C08F8/20; C08F8/22; C07; C07B; C07B39/00; C08G; C08G69/00; C08G69/48
Claims Analysis
Total Claims: 8
Claim 1
Independent Claim
61 words
A process for substitutive C-fluorination of an organic substrate which is D-alanine, 2-deutero-D-alanine, putrescine, spermine, t-butylamino ethanol, L-ornithine, 2-aminobutyric acid, polyacrylic acid, polyvinylchloride, or polycaprolactone comprising dissolving or suspending the substrate in liquid hydrogen fluoride, liquid hydrogen fluoride containing boron trifluoride, or liquid hydrogen fluoride containing antimony pentafluoride at -80° to 15° C. and introducing fluorine thereto under irradiation with light.
Claim 2
Dependent Claim
61 words
A process for substitutive C-fluorination of an organic substrate which is D-alanine, 2-deutero-D-alanine, putrescine, spermine, t-butylamino ethanol, L-ornithine, 2-aminobutyric acid, polyacrylic acid, polyvinylchloride, or polycaprolactone comprising dissolving or suspending the substrate in liquid hydrogen fluoride, liquid hydrogen fluoride containing boron trifluoride, or liquid hydrogen fluoride containing antimony pentafluoride at -80° to 15° C. and introducing fluorine thereto under irradiation with light.
Claim 3
Dependent Claim
19 words
The process of claim 1 wherein the fluorine is introduced as a mixture with a rare gas or nitrogen.
Claim 4
Dependent Claim
55 words
A process for the preparation of a compound of formula ##STR4##or acid addition salt thereof, wherein X is hydrogen or deuterium which comprises dissolving a compound of formula: ##STR5##in liquid hydrogen fluoride containing boron trifluoride or liquid hydrogen fluoride containing antimony pentafluoride at -80° to 15° C. and introducing fluorine thereto under irradiation with light.
Claim 5
Dependent Claim
55 words
A process for the preparation of a compound of formula ##STR4##or acid addition salt thereof, wherein X is hydrogen or deuterium which comprises dissolving a compound of formula: ##STR5##in liquid hydrogen fluoride containing boron trifluoride or liquid hydrogen fluoride containing antimony pentafluoride at -80° to 15° C. and introducing fluorine thereto under irradiation with light.
Claim 6
Dependent Claim
19 words
The process of claim 3, wherein the fluorine is introduced as a mixture with a rare gas or nitrogen.
Claim 7
Dependent Claim
20 words
The process of claim 3, wherein the solvent is liquid hydrogen fluoride containing boron trifluoride up to the saturation point.
Claim 8
Dependent Claim
23 words
The process of claim 5 wherein the fluorine is introduced as a mixture with a rare gas or nitrogen containing 1-20% by fluorine.
References Cited (Backward Citations)
US3413326A
Cited
US3839170A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1980-01-25 | 1980-07-26 | 1981-01-25 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1984-01-25 | 1984-07-26 | 1985-01-25 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1988-01-25 | 1988-07-26 | 1989-01-25 | $7700.00 | Window Closed / Lapsed |