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US4581447A Expired / Lapsed US ⏱️ 0.0 years remaining

Process for making a mixture of L-glucose and L-mannose

Assignee: Honeywell UOP LLC
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Filing: 1984-08-13
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Granted: 1986-04-08
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Expires: 2004-08-13
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Abstract

Abstract A process converting L-arabinose to L-fructose in high yield and selectivity is described. The success of the process depends upon careful pH control during cyanohydrin formation from L-arabinose and its subsequent selective hydrogenation, the choice of hydrogenation conditions, including catalyst, temperature, and pressure, to selectively convert the cyano group to the imine group with subsequent hydrolysis to the aldehyde group without any significant hydrogenation of the latter, and upon the use of performing reactions, including base catalyzed isomerization, in an atmosphere of an inert gas.

Inventors

  • 👤 Blaise J. Arena

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-31 18:04
CPC Classifications
C; C07; C07H; C07H3/00; C07H3/02

Claims Analysis

Total Claims: 6
Claim 1
Independent Claim 151 words
A process for converting L-arabinose to a mixture of L-glucose and L-mannose comprising reacting L-arabinose with a source of cyanide at a temperature between about 10° and about 40° C., in an atmosphere of an inert gas, where the pH is maintained between about 7.0 and about 9.0 during the reaction, to afford a mixture containing the cyanohydrins of L-glucose and L-mannose, acidifying the solution of cyanohydrins with a nonpoisoning acid to a pH between about 1.0 and about 5.0 at a temperature no greater than about 25° C. in an atmosphere of an inert gas, hydrogenating the resulting solution using an effective amount of supported zerovalent palladium as a catalyst at a hydrogen Pressure no greater than about 80 psig, at a temperature between about 10° C. and about 50° C., and maintaining the pH between about 1.5 and about 2.5, and recovering the resulting mixture containing L-glucose and L-mannose.
Claim 2
Dependent Claim 151 words
A process for converting L-arabinose to a mixture of L-glucose and L-mannose comprising reacting L-arabinose with a source of cyanide at a temperature between about 10° and about 40° C., in an atmosphere of an inert gas, where the pH is maintained between about 7.0 and about 9.0 during the reaction, to afford a mixture containing the cyanohydrins of L-glucose and L-mannose, acidifying the solution of cyanohydrins with a nonpoisoning acid to a pH between about 1.0 and about 5.0 at a temperature no greater than about 25° C. in an atmosphere of an inert gas, hydrogenating the resulting solution using an effective amount of supported zerovalent palladium as a catalyst at a hydrogen Pressure no greater than about 80 psig, at a temperature between about 10° C. and about 50° C., and maintaining the pH between about 1.5 and about 2.5, and recovering the resulting mixture containing L-glucose and L-mannose.
Claim 3
Dependent Claim 26 words
The process of claim 1 where the temperature is maintained between about 15° and about 30° C. during the reaction between L-arabinose and the cyanide source.
Claim 4
Dependent Claim 16 words
The process of claim 2 where the temperature is between about 20° and about 25° C.
Claim 5
Dependent Claim 13 words
The process of claim 1 where the hydrogenation catalyst support is barium sulfate.
Claim 6
Dependent Claim 17 words
The process of claim 1 where the hydrogenation temperature is between about 20° and about 40° C.

References Cited (Backward Citations)

US2584129A Cited
US3850905A Cited
US4262032A Cited
US4207413A Cited
US4371616A Cited
US4421568A Cited
US4440855A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1989-04-07 1989-10-07 1990-04-08 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1993-04-07 1993-10-07 1994-04-08 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1997-04-07 1997-10-07 1998-04-08 $7700.00 Window Closed / Lapsed

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