# US 7,745,666 B2 · Method for producing aldehyde using bisphosphite and group 8-10 metal compound, and such bisphosphite

> Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt

- Number: US 7,745,666 B2
- Document ID: US7745666B2
- Status: Granted
- Kind: B2
- Application number: 12/295,874
- Filed: 2007-04-03
- Published: 2009-10-15
- Granted: 2010-06-29
- Earliest claimed: 2006-04-04
- Assignees: Kuraray Co., Ltd.
- Inventors: Takashi Sugioka; Jin Tokuyasu; Takuo Tsuruta; Hideharu Iwasaki
- Web page: https://patentgrep.com/patent/US7745666B2

## CPC

- B01J 31/185: {Phosphites ((RO)3P) , their isomeric phosphonates (R(RO)2P=O) and RO-substitution derivatives thereof}
- C07C 45/49: by reaction with carbon monoxide
- C07C 45/50: by oxo-reactions
- C07F 9/65746: {the molecule containing more than one cyclic phosphorus atom}
- B01J 2231/321: Hydroformylation, metalformylation, carbonylation or hydroaminomethylation
- B01J 2531/80: Complexes comprising metals of Group VIII as the central metal
- B01J 2531/822: Rhodium
- B01J: CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07F: ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM (metal-containing porphyrins C07D487/22)

## Abstract

A bisphosphite represented by the general formula (I): General Formula (I) (in the formula, A represents an alkylene group which may have a substituent, a cycloalkylene group which may have a substituent, a phenylene group which may have a substituent, or a naphthylene group which may have a substituent; and R1 represents a hydrogen atom or an alkyl group) and a method for producing an aldehyde including reacting a non-conjugated diene having a carbon-carbon double bond in a molecular end and having from 6 to 20 carbon atoms with a carbon monoxide and hydrogen in the presence of such a bisphosphite and a group 8 to 10 metal compound, are provided.

## Claims

### Claim 1

A method for producing an aldehyde having an aldehyde group in a molecular end, comprising reacting a non-conjugated diene having a carbon-carbon double bond in a molecular end and having from 6 to 20 carbon atoms with a carbon monoxide and hydrogen in the presence of a bisphosphite represented by the general formula (I):
wherein A represents an alkylene group which may have a substituent, a cycloalkylene group which may have a substituent, or a phenylene group which may have a substituent; and R1 represents a hydrogen atom or an alkyl group,
and a group 8 to 10 metal compound.

### Claim 2 (depends on 1)

The method for producing an aldehyde having an aldehyde group in a molecular end according to claim 1, wherein the non-conjugated diene having a carbon-carbon double bond in a molecular end and having from 6 to 20 carbon atoms is 1,4-hexadiene, 1-methoxy-2,7-octadiene, 1-ethoxy-2,7-octadiene, 1-propoxy-2,7-octadiene, 1-isopropoxy-2,7-octadiene, 2,7-octadien-1-ol, 1-acetoxy-2,7-octadiene or 1,6-octadiene.

### Claim 3

A bisphosphite represented by the general formula (I):
wherein A represents an alkylene group which may have a substituent, a cycloalkylene group which may have a substituent, or a phenylene group which may have a substituent, and R1 represents a hydrogen atom or an alkyl group.

### Claim 4 (depends on 1)

The method for producing an aldehyde having an aldehyde group in a molecular end according to claim 1, wherein the reaction is performed at a temperature of from 40 to 150° C.

### Claim 5 (depends on 3)

The bisphosphite according to claim 3, wherein A is an alkylene group which may have a substituent selected from alkyl groups having from 1 to 5 carbon atoms, alkoxyl groups having from 1 to 4 carbon atoms, or aryl groups.

### Claim 6 (depends on 5)

The bisphosphite according to claim 5, wherein the alkylene group is selected from an ethylene group, a trimethylene group, a tetramethylene group, a pentamethylene group, or a group represented by one of the following formulae:
wherein in the formulae, the wavy line indicates a connection site.

### Claim 7 (depends on 3)

The bisphosphite according to claim 3, wherein A is a cycloalkylene group which may have a substituent selected from alkyl groups having from 1 to 5 carbon atoms, alkoxyl groups having from 1 to 4 carbon atoms, or aryl groups.

### Claim 8 (depends on 7)

The bisphosphite according to claim 7, wherein the cycloalkylene group is selected from a cyclopropylene group, a 1,2-cyclopentylene group, a 1,3-cyclopentylene group, a 1,2-cyclohexylene group, a 1,3-cyclohexylene group, or a 1,4-cyclohexylene group.

### Claim 9 (depends on 3)

The bisphosphite according to claim 3, wherein A is a phenylene group which may have a substituent selected from alkyl groups having from 1 to 5 carbon atoms, alkoxyl groups having from 1 to 4 carbon atoms, or aryl groups.

### Claim 10 (depends on 9)

The bisphosphite according to claim 9, wherein the phenylene group is selected from a 1,2-phenylene group, a 1,3-phenylene group or a 1,4-phenylene group.