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US3687943A Expired / Lapsed US ⏱️ 0.0 years remaining

Fluorination of unsaturated steroids

Assignee: ROBERT H HESSE
•
Filing: 1969-03-21
•
Granted: 1972-08-29
•
Expires: 1989-03-21
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Abstract

Abstract Electrophilic addition of fluorine to carbon-carbon multiple bonds which comprises reacting various unsaturated organic compounds in the liquid phase at low temperature with hypofluorites in which the fluoroxy group is covalently bonded to an inert electron-attracting group. A typical example of such a hypofluorite is trifluoromethyl hypofluorite. The reaction is generally applicable to a wide variety of aliphatic and aromatic organic compounds containing carbon-carbon multiple bonds.

Inventors

  • 👤 Derek H R Barton
  • 👤 Robert H Hesse

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-25 20:37
CPC Classifications
C; C07; C07D; C07D307/00; C07D307/77; C07D307/78; C07D307/82; C07B; C07B39/00; C07C; C07C17/00; C07C17/013; C07C17/02; C07C17/04; C07C43/00; C07C43/02; C07C43/03; C07C43/14; C07C43/17; C07C43/174; C07C43/1742; C07C45/00; C07C45/27; C07C45/30; C07C49/00; C07C49/587; C07C49/603; C07C51/00; C07C51/347; C07C51/363; C07C71/00; C07D307/83; C07D307/94; C07D309/00; C07D309/16; C07D309/28; C07D309/30; C07D489/00; C07D489/02; C07H; C07H13/00; C07H13/02; C07H13/04; C07H15/00; C07H15/02; C07H15/04

Claims Analysis

Total Claims: 7
Claim 1
Independent Claim 18 words
A process as claimed in claim 1 in which the hypofluorite is a fluoroalkyl hypofluorite or pentafluorosulphur hypofluorite.
Claim 2
Dependent Claim 14 words
A process as claimed in claim 1 in which the hypofluorite is trifluoromethyl hypofluorite.
Claim 3
Dependent Claim 22 words
A process as claimed in claim 1 in which the fluorination is effected at a temperature in the range 0* to -100*C.
Claim 4
Dependent Claim 20 words
A process as claimed in claim 1 in which the fluorination is carried out in the presence of a base.
Claim 5
Dependent Claim 29 words
A process as claimed in claim 1 in which the steroid is an 11-acyloxy-9,11-dehydrosteroid and the end product is a 9 Alpha -fluoro-11-keto steroid, in admixture with a 9,12-difluoro-11-keto-steroid.
Claim 6
Dependent Claim 52 words
A process as claimed in claim 1 in which the hypofluorite reagent is produced by reaction of elemental fluorine with an oxygenated carbon derivative, whereby substantially all of the fluorine enters into the reaction, followed by washing the initial products with an aqueous medium and removing the water from the washed products.
Claim 7
Dependent Claim 29 words
A process as claimed in claim 7 in which the oxygenated carbon derivative is selected from the group consisting of methanol, perfluoro-t-pentanol, perfluoro-t-butanol, carbonyl difluoride, perfluoroacetyl fluoride and hexafluoroacetone.

References Cited (Backward Citations)

No citation records indexed.

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1975-08-29 1976-02-28 1976-08-29 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1979-08-29 1980-02-28 1980-08-29 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1983-08-29 1984-02-28 1984-08-29 $7700.00 Window Closed / Lapsed

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