# US 5,705,669 A · Alkyl arylphosphinites

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- Number: US 5,705,669 A
- Document ID: US5705669A
- Status: Granted
- Kind: A
- Application number: 08/593,667
- Filed: 1996-01-29
- Granted: 1998-01-06
- Earliest claimed: 1995-01-31
- Assignees: Hoechst Aktiengesellschaft
- Inventors: Hans-Jerg Kleiner
- Web page: https://patentgrep.com/patent/US5705669A

## CPC

- C07F 9/46: Phosphinous acids [R2POH], [R2P(= O)H]: Thiophosphinous acids {including[R2PSH]; [R2P(=S)H]; Aminophosphines [R2PNH2]; Derivatives thereof}
- 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 process for the preparation of alkyl arylphosphinites of the formula (I) ##STR1## in which R.sup.1 is (C.sub.1 -C.sub.16)-alkyl, cyclohexyl, cyclopentyl, aryl which can also be substituted by halogen, (C.sub.1 -C.sub.6)-alkoxy groups R.sup.2 is aryl which can also be substituted by halogen, (C.sub.1 -C.sub.6)-alkyl, (C.sub.1 -C.sub.6)-alkoxy groups, where R.sup.1 and R.sup.2 together with the phosphorous atom can also form a ring and R.sup.3 is (C.sub.1 -C.sub.4)-alkyl, which comprises reacting halo(aryl) phosphines of the formula (II) ##STR2## in which R.sup.1, R.sup.2 have the meaning given above and X is halogen, with ammonia-containing alcohols of the formula (III) R.sup.3 OH (III) in which R.sup.3 has the meaning given above.

## Claims

### Claim 1

A process for the preparation of an alkyl arylphosphinite of the formula (I) ##STR6## in which R.sup.1 is (C.sub.1 -C.sub.16)-alkyl, cyclohexyl, cyclopentyl, aryl which can also be substituted by halogen, (C.sub.1 -C.sub.6)-alkoxy groups,
R.sup.2 is aryl which can also be substituted by halogen, (C.sub.1 -C.sub.6)-alkyl, (C.sub.1 -C.sub.6)-alkoxy groups, where R.sup.1 and R.sup.2 together with the phosphorous atom can also form a ring, and
R.sup.3 is (C.sub.1 -C.sub.4)-alkyl, which comprises reacting a halo(aryl)phosphine of the formula (II) ##STR7## in which R.sup.1, R.sup.2 have the meaning given above and X is halogen, by adding the phosphine to an alcohol of the formula (III)
R.sup.3 OH (III)
in which R.sup.3 has the meaning given above, wherein the alcohol is present in excess based on the phosphine and said reacting step produces a hydrohalide byproduct, and wherein a neutralizing agent is present in solution in said alcohol prior to the formation of said hydrohalide byproduct, said neutralizing agent consisting essentially of ammonia.

### Claim 2 (depends on 1)

The process as claimed in claim 1, wherein aryl is phenyl or substituted phenyl and X is chlorine.

### Claim 3 (depends on 1)

The process as claimed in claim 1, wherein formula (II) is methyl (phenyl) chlorophosphine, methyl (o-phenyl) chloro-phosphine, methyl (p-tolyl) chlorophosphine, methyl (p-methoxy-phenyl) chlorophosphine, hexyl (phenyl) chloro-phosphine, octyl (phenyl). chlorophosphine, diphenyl (chloro) phosphine, bis (p-fluoro-phenyl) chlorophosphine or 2,3-difluoro-phenyl (phenyl) chlorophosphine.

### Claim 4 (depends on 1)

The process as claimed in claim 1, wherein formula (III) is ethanol.

### Claim 5 (depends on 1)

The process as claimed in claim 1, wherein the ratio of halophosphine:alcohol is 1:3.5 to 1:20.

### Claim 6 (depends on 1)

The process as claimed in claim 1, wherein the ratio of halophosphine:alcohol is 1:4.5 to 1:15.

### Claim 7 (depends on 1)

The process as claimed in claim 1, wherein the process is carried out at a temperature of -25.degree. to +5.degree. C.

### Claim 8 (depends on 1)

The process as claimed in claim 1, wherein the alcohol used is anhydrous.

### Claim 9 (depends on 1)

The process as claimed in claim 1, wherein ammonia and halophosphine are used in the molar ratio of 1:1 to 2:1.

### Claim 10 (depends on 1)

The process as claimed in claim 1, wherein the yield is at least 79% of theory.