# US 10,370,390 B2 · Method for producing metal organyls

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- Number: US 10,370,390 B2
- Document ID: US10370390B2
- Status: Granted
- Kind: B2
- Application number: 15/563,240
- Filed: 2016-03-24
- Published: 2018-06-14
- Granted: 2019-08-06
- Earliest claimed: 2015-04-02
- Applicants: Albemarle Germany GmbH
- Inventors: Ulrich Wietelmann; Christopher Kurth; Stefan Scherer; Peter Rittmeyer; Armin Stoll
- Web page: https://patentgrep.com/patent/US10370390B2

## CPC

- C07F 1/02: Lithium compounds
- C01B 6/04: Hydrides of alkali metals, alkaline earth metals, beryllium or magnesium; Addition complexes thereof
- C07F 1/00: Compounds containing elements of Groups 1 or 11 of the Periodic Table
- C07F 1/04: Sodium compounds
- C07F 3/00: Compounds containing elements of Groups 2 or 12 of the Periodic Table
- C07F 3/02: Magnesium compounds
- C07F 5/066: {compounds with Al linked to an element other than Al, C, H or halogen (this includes Al-cyanide linkage)}
- C07F: ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM (metal-containing porphyrins C07D487/22)
- C01B: NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; {METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C}

## Abstract

This invention provides a method for producing organometallic compounds RnM (M=alkali or alkaline earth element, R=alkyl residue) where n=valence of the metal M and R=alkyl residue with 2 to 18 C atoms. In the method of this invention, an olefin is hydrometalated in an alkyl methyl ether, or in a solvent mixture containing an alkyl methyl ether, by means of the metal M and in the presence of a hydrogen source and in the presence of a transition metal catalyst, wherein the molar ratio between alkyl methyl ether and metal M is at least 0.01:1 and at most 50:1.

## Claims

### Claim 1

A method for producing organometallic compounds RnM of the alkali or alkaline earth elements, where n=valence of the metal M and R=alkyl residue with 2 to 18 C atoms, characterized in that an α-olefin is hydrometalated in an aprotic and anhydrous liquid phase comprising an alkyl methyl ether wherein said alkyl methyl ether is selected from the group consisting of dimethyl ether, methyl ethyl ether, methyl propyl ether, methyl butyl ether, methyl pentyl ether, methyl cyclopentyl ether, and methyl hexyl ether,
(a) by means of the metal M and in the presence of a hydrogen source for providing hydrogen, or
(b) by means of active metal hydrides MHn in the presence of a halogen or alkoxy compound of the 4th and 5th sub group of the periodic table of elements as catalyst,
wherein the metal M is selected from Li, Na, K, Rb, Cs, Ca, Sr, and Ba, and wherein the molar ratio between the alkyl methyl ether and the metal M is at least 0.01:1 and at most 50:1.

### Claim 2 (depends on 1)

The method according to claim 1, characterized in that the α-olefin is selected from the group consisting of ethene, 1-propene, 1-butene, 1-pentene, 1-hexene, 1-heptene, 1-octene, 1-decene.

### Claim 3 (depends on 1)

The method according to claim 1, characterized in that the alkyl methyl ether is dimethyl ether.

### Claim 4 (depends on 1)

The method according to claim 1, characterized in that the molar ratio between the alkyl methyl ether and the metal M is at least 0.1:1 to 30:1.

### Claim 5 (depends on 1)

The method according to claim 1, characterized in that the active metal hydrides MHn have a mean particle size D50 of 0.01 to 100 μm.