# US 10,246,397 B2 · Process for production of ketones from secondary alcohols

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- Number: US 10,246,397 B2
- Document ID: US10246397B2
- Status: Granted
- Kind: B2
- Application number: 16/066,540
- Filed: 2016-12-22
- Published: 2019-01-03
- Granted: 2019-04-02
- Earliest claimed: 2015-12-29
- Assignees: Instituto Superior Tecnico; Instituto Superior De Engenharia De; Universidade Do Porto
- Applicants: Instituto Superior TéCnico; Instituto Superior De Engenharia De Lisboa; Universidade Do Porto
- Inventors: Armando Jose L. De Oliveira Pombeiro; Luisa Margarida Dias R. De Sousa Martins; Ana Paula Da Costa Ribeiro; Sonia Alexandra Correia Carabineiro; Jose Luis Cabral Da Conceicao
- Web page: https://patentgrep.com/patent/US10246397B2

## CPC

- C07C 49/403: of a six-membered ring
- B01J 31/1815: {with more than one complexing nitrogen atom, e.g. bipyridyl, 2-aminopyridine}
- C07C 45/29: of hydroxy groups
- C07C 49/78: Acetophenone
- B01J 2231/70: Oxidation reactions, e.g. epoxidation, (di)hydroxylation, dehydrogenation and analogues
- B01J 2523/842: Iron
- C07C 2601/14: The ring being saturated
- C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS
- B01J: CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS

## Abstract

The present invention relates to the process for production of ketones from secondary alcohols by the use of a hybrid material, formed by the dichlorohydrotris(pyrazol-1-yl)methane iron (II) complex covalently bound to multi-walled carbon nanotubes functionalized with superficial carboxylate groups, as efficient and selective catalyst of peroxidative oxidation, microwave-assisted and without solvent addition.

## Claims

### Claim 1

A process for production of ketones from secondary alcohols, assisted by microwave radiation comprising the mixture of an oxidising agent with a hybrid, material dichlorohydrotris (pyrazol-1-yl) methane iron (II) covalently bound to multi-walled carbon nanotubes functionalized with superficial carboxylate groups as catalyst, at a temperature of 80° C.

### Claim 2 (depends on 1)

The process according to claim 1, wherein the oxidising agent is a 70% aqueous solution of tert-butyl hydroperoxide.

### Claim 3 (depends on 1)

The process according to claim 1, wherein the dichlorohydrotris (pyrazol-1-yl) methane iron (II) complex contains an iron content of 2% (w/w).

### Claim 4 (depends on 1)

The process according to claim 1, wherein the secondary alcohols are selected from: cyclohexanol, 1-phenylethanol, o˜, m- or p-cresols, linear alcohols 2-hexanol, 3-hexanol, 1-butanol or 2-butanol, and diols.

### Claim 5 (depends on 1)

The process according to claim 1, wherein the reaction time is one hour.

### Claim 6 (depends on 1)

The process according to claim 1, which is free from solvent addition.

### Claim 7 (depends on 1)

The process according to claim 1, wherein the catalyst dichlorohydrotris (pyrazol-1-yl) methane iron (II) covalently bound to multiple wall carbon nanotubes functionalized with superficial carboxylate groups is reusable in at least six subsequent catalytic cycles.
