# US 10,766,840 B2 · Process for preparing an unsaturated alcohol

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- Number: US 10,766,840 B2
- Document ID: US10766840B2
- Status: Granted
- Kind: B2
- Application number: 16/488,962
- Filed: 2018-02-27
- Published: 2020-01-02
- Granted: 2020-09-08
- Earliest claimed: 2017-02-28
- Assignees: BASF SE
- Applicants: BASF SE
- Inventors: Andrei-Nicolae Parvulescu; Miriam Bru Roig; Albert Werner; Bernhard Brunner; Wolfgang Siegel; Stephan Maurer; Ulrich Mueller; Michael Ludwig Lejkowski
- Web page: https://patentgrep.com/patent/US10766840B2

## CPC

- C07C 29/38: by reaction with aldehydes or ketones
- B01J 29/405: {containing rare earth elements, titanium, zirconium, hafnium, zinc, cadmium, mercury, gallium, indium, thallium, tin or lead}
- B01J 29/46: Iron group metals or copper
- B01J 29/7057: {Zeolite Beta}
- B01J 29/7088: {MWW-type, e.g. MCM-22, ERB-1, ITQ-1, PSH-3 or SSZ-25}
- 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 a process for preparing an unsaturated alcohol, preferably 3,7-dimethyl-2,6-octadienal, by contacting an alkene, preferably isobutene, with formaldehyde in the presence a condensation catalyst comprising a zeolitic material comprising the framework structure of which comprises a tetravalent element Y other than Si.

## Claims

### Claim 1

A process for preparing a compound of formula (II)
comprising
(i) providing a mixture comprising formaldehyde and a compound of formula (I)
(ii) contacting the mixture, provided in (i) with a condensation catalyst comprising a zeolitic material, obtaining a mixture (ii) comprising the compound of formula (II);
wherein R1, R2 and R3 are independently of each other selected from the group consisting of H, optionally substituted C1-C10 alkyl, optionally substituted C2-C10 alkenyl and optionally substituted aryl having from 6 to 12 carbon atoms;
wherein the framework structure of the zeolitic material in (ii) comprises Si, O, optionally Al, and a tetravalent element Y other than Si, which is one or more of Sn, Ti, Zr, and Ge, wherein in the framework structure of the zeolitic material in (ii), the molar ratio Al:Si is in the range of from 0:1 to 0.001:1, and
wherein the framework structure of the zeolitic material in (ii) has framework type BEA, MFI, MWW, or a mixed structure thereof.

### Claim 2 (depends on 1)

The process of claim 1, wherein Y is one or more of Sn and Zr.

### Claim 3 (depends on 1)

The process of claim 1, where the framework structure of the zeolitic material in (ii) comprises Y in an amount of from 1 to 20 weight-%, based on the total weight of the zeolitic material.

### Claim 4 (depends on 1)

The process of claim 1, wherein the framework structure of the zeolitic material in (ii) does not comprise a trivalent element X other than optionally Al.

### Claim 5 (depends on 1)

The process of claim 1, wherein at least 99 weight-% of the framework structure of the zeolitic material in (ii) consist of Si, Y, O and H.

### Claim 6 (depends on 1)

The process of claim 1, wherein the framework structure of the zeolitic material in (ii) has framework type BEA.

### Claim 7 (depends on 6)

The process of claim 6, wherein the zeolitic material comprises Sn in an amount in the range of from 2 to 20 weight-% based on the total weight of the zeolitic material.

### Claim 8 (depends on 1)

The process of claim 1, wherein the formaldehyde in (i) is one or more of aqueous formaldehyde, trioxane and paraformaldehyde.

### Claim 9 (depends on 1)

The process of claim 1, wherein in the mixture provided in (i), the molar ratio of the compound of formula (I) relative to the formaldehyde, calculated as CH2O, is in the range from 1:1 to 12:1.

### Claim 10 (depends on 1)

The process of claim 1, wherein the mixture in provided in (i) additionally comprises a solvent.

### Claim 11 (depends on 1)

The process of claim 1, wherein the contacting in (ii) is effected at a temperature of the mixture in the range of front 60 to 150° C.

### Claim 12 (depends on 1)

The process of claim 1, wherein the contacting in (ii) is carried out in the liquid phase.

### Claim 13 (depends on 1)

The process of claim 1, wherein R1 and R2 are each H and R3 is C1-C10 alkyl.

### Claim 14 (depends on 1)

The process of claim 1, wherein Y is one or more of Sn, Ti, Zr, and Ge.

### Claim 15 (depends on 1)

The process of claim 1, wherein Y is Sn.

### Claim 16 (depends on 1)

The process of claim 1, where the framework structure of the zeolitic material in (ii) comprises Y in an amount of from 4 to 16 weight-%, based on the total weight of the zeolitic material.

### Claim 17 (depends on 1)

The process of claim 1, wherein at least 99.99 weight-% of the framework structure of the zeolitic material in (ii) consist of Si, Y, O and H.