# US 5,710,306 A · Process to prepare a multidentate phosphite compound

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- Number: US 5,710,306 A
- Document ID: US5710306A
- Status: Granted
- Kind: A
- Application number: 08/616,747
- Filed: 1996-03-15
- Granted: 1998-01-20
- Earliest claimed: 1996-03-15
- Assignees: Dsm N.V.; E. I. Du Pont de Nemours and Company
- Inventors: Carina S. Snijder; Antonius J. J. M. Teunissen; Carolina B. Hansen; Rafael Shapiro; James M. Garner
- Web page: https://patentgrep.com/patent/US5710306A

## CPC

- C07F 9/146: containing P-halide groups
- B01J 31/185: {Phosphites ((RO)3P) , their isomeric phosphonates (R(RO)2P=O) and RO-substitution derivatives thereof}
- B01J 31/1855: {Triamide derivatives thereof}
- C07C 51/14: on a carbon-to-carbon unsaturated bond in organic compounds
- C07C 67/347: by addition to unsaturated carbon-to-carbon bonds
- C07F 9/145: with hydroxyaryl compounds
- B01J 2231/321: Hydroformylation, metalformylation, carbonylation or hydroaminomethylation
- B01J 2531/822: Rhodium
- C07F: ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM (metal-containing porphyrins C07D487/22)
- B01J: CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS

## Abstract

A process to prepare a multidentate phosphite compound according to the general formula (1) ##STR1## in which n is 2-6, R is an n-valent organic group and R.sup.1 and R.sup.2 are fused aromatic ring systems with 2 or more rings, which rings are substituted on the ortho position relative to the oxygen atom only with hydrogen, by first preparing a phosphorochloridite compound from a R.sup.1 --OH and R.sup.2 --OH alcohol compound and a phosphorus chloride compound and subsequently contacting the phosphorochloridite compound with an alcoholic compound according to R--(OH).sub.n, wherein the phosphorochloridite is prepared by performing the two steps in a solvent: a) contacting a compound with the general formula: ##STR2## in which R.sup.3 and R.sup.4 are C.sub.1 -C.sub.4 alkyl groups, with the R.sup.1 OH and R.sup.2 OH compounds, and b) contacting the resulting compound of step (a) which has the formula (3): ##STR3## with HY, wherein Y is a halogen.

## Claims

### Claim 1

A process for preparing a multidentate phosphite compound represented by the general formula (1) ##STR12## in which n is 2-6. R is an n-valent organic group and R.sup.1 and R.sup.2 are fused aromatic ring systems with 2 or more rings, which rings are substituted on the ortho position relative to the oxygen atom only with hydrogen, by first preparing a phosphorochloridite compound from a R.sup.1 --OH and R.sup.2 --OH alcohol compound and a phosphorus chloride compound and subsequently contacting the phosphorochloridite compound with an alcoholic compound according to R--(OH).sub.n, wherein the phosphorochloridite is prepared by performing the two steps in a solvent:
a) contacting a compound with the general formula: ##STR13## in which R.sup.3 and R.sup.4 are C.sub.1 -C.sub.4 alkyl groups, with the R.sup.1 OH and R.sup.2 OH compounds, and
b) contacting the resulting compound of step (a) which has the formula (3): ##STR14## with HY, wherein Y represents F, Cl, Br or I.

### Claim 2 (depends on 1)

A process according to claim 1, wherein R.sup.3 and R.sup.4 are the same alkyl group.

### Claim 3 (depends on 1)

A process according to claim 1, wherein said HY is HCl and said HCl is dissolved in a solvent when contacting with the compound represented by formula (3).

### Claim 4 (depends on 1)

A process according to claim 1, wherein HY is contacted with the compound represented by formula (3) in the solvent, and HY is gaseous HCl.

### Claim 5 (depends on 1)

A process according to claim 1, wherein the temperature of step (a) and (b) is between about -80.degree. and about 60.degree. C.

### Claim 6 (depends on 1)

A process according to claim 1, wherein the phosphorochloridite compound is separated from precipitated R.sup.3 R.sup.4 NH.HCl salt which forms as the phosphorochloridite compound forms.

### Claim 7 (depends on 1)

A process according to claim 1, wherein R.sup.1 --OH and R.sup.2 --OH are naphthol, anthranol or phenanthrol.

### Claim 8 (depends on 1)

A process according to claim 1, wherein the group R has between 2 to 40 carbon atoms.

### Claim 9 (depends on 1)

A process according to claim 1, wherein n is 2.

### Claim 10 (depends on 1)

A process according to claim 1, wherein the phosphite compound is represented by the following: ##STR15## wherein X is hydrogen or an organic group and R.sup.1 and R.sub.2 are fused aromatic ring systems with 2 or more rings, which rings are substituted on the ortho position relative to the oxygen atom only with hydrogen.

### Claim 11 (depends on 10)

A process according to claim 10, wherein X is a alkyl group, a aryl group, a triaryl silyl group, a trialkyl silyl group, a carboalkoxy group, a carboaryloxy group, an aryloxy group, an alkoxy group, an alkylcarbonyl group, an arylcarbonyl group, a nitrile group or an amide group.

### Claim 12 (depends on 11)

A process according to claim 11, wherein X carboalkoxy group or a carboaryloxy group according to --Co--O--R.sup.3, wherein R.sup.3 is an alkyl group having one to 20 carbon atoms or an aryl group having 6-12 carbon atoms.

### Claim 13 (depends on 10)

A process according to claim 10, wherein R.sup.1 and R.sup.2 are 1-naphthyl or 9-phenanthryl groups.

### Claim 14 (depends on 10)

A process according to claim 10, wherein R.sup.3 and R.sup.4 are the same alkyl group.

### Claim 15 (depends on 10)

A process according to claim 10, wherein said HY is HCl and said HCl is dissolved in a solvent when contacting with the phosphite compound.

### Claim 16 (depends on 10)

A process according to claim 10, wherein said HY is gaseous HCl.