# US 10,865,174 B2 · One step process for the hydroformylation of olefins

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- Number: US 10,865,174 B2
- Document ID: US10865174B2
- Status: Granted
- Kind: B2
- Application number: 16/610,464
- Filed: 2018-04-27
- Published: 2020-05-14
- Granted: 2020-12-15
- Earliest claimed: 2017-05-02
- Assignees: Council of Scientific & Industrialresearch
- Applicants: Council of Scientific & Industrial Research
- Inventors: Samir Hujur Chikkali; Swechchha Pandey
- Web page: https://patentgrep.com/patent/US10865174B2

## CPC

- C07C 45/50: by oxo-reactions
- C07C 45/505: {Asymmetric hydroformylation}
- B01J 23/745: Iron
- C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS
- B01J: CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS

## Abstract

A one-step process for hydroformylation of olefins can include iron-catalyzed hydroformylation of olefins. The process can result in the conversion of olefin in the range of 40 to 99%. A reaction mixture includes iron precursor, ligand, substrate and solvent. The reaction mixture can be pressurized with syngas (CO/H2) under constant stirring to obtain a desired aldehyde compound. The ligand can be a monodentate ligand of a phosphines or a phosphite, and the iron precursor can be [HFe(CO)4]−.

## Claims

### Claim 1

A one-step process for hydroformylation of olefins, comprising
charging iron precursor, ligand, substrate, and solvent in a reaction vessel followed by pressurizing the reaction mixture with syngas (CO/H2) under constant stirring at temperature in the range of 70 to 100° C. for a period in the range of 16 to 48 hrs to produce a desired aldehyde compound,
wherein the conversion of said olefin is in the range of 40 to 99%, the ligand is selected from a group consisting of monodentate ligands of phosphines and phosphites and the iron precursor is [HFe(CO)4]−.

### Claim 2 (depends on 1)

The process as claimed in claim 1, wherein the process comprises addition of an acid to the reaction mixture.

### Claim 3 (depends on 2)

The process as claimed in claim 2, wherein the acid is at least one selected from the group consisting of acetic acid and formic acid.

### Claim 4 (depends on 1)

The process as claimed in claim 1, wherein the pressure of the syngas (CO/H2) is in the range of 10 to 30 bars.

### Claim 5 (depends on 1)

The process as claimed in claim 1, wherein the ligand is selected from the group consisting of Triphenylphosphine (PPh3) and Triphenyl phosphite [P(OPh)3].

### Claim 6 (depends on 1)

The process as claimed in claim 1, wherein the solvent is selected from the group consisting of methanol, ethanol, isopropyl alcohol, and acetic acid.

### Claim 7 (depends on 1)

The process as claimed in claim 1, wherein the olefin is at least one selected from the group consisting of linear olefin, terminal olefin, and internal olefin.

### Claim 8 (depends on 7)

The process as claimed in claim 7, wherein the olefin is selected from the group consisting of 1-hexene, 1-octene, 1-decene, 1-dodecene, 1-octadecene, trimethoxy(vinyl)silane, trimethyl(vinyl)silane, cardanol, 2, 3-dihydrofuran, allyl malonic acid, styrene, 4-methyl styrene, 4-iBu-styrene, 4-tBu-styrene, 4-methoxy styrene, 4-acetoxy styrene, 4-bromo styrene, 4-chloro styrene, 4-vinylbenzonitrile, 4-vinylbenzoic acid, and allyl benzene.

### Claim 9 (depends on 1)

The process as claimed in claim 1, wherein the reaction is carried out in a batch mode or a continuous mode of operation.