# US 5,347,054 A · Process for preparing aromatic aldehydes

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- Number: US 5,347,054 A
- Document ID: US5347054A
- Status: Granted
- Kind: A
- Application number: 08/156,451
- Filed: 1993-11-23
- Granted: 1994-09-13
- Earliest claimed: 1992-11-26
- Assignees: Hoechst Aktiengesellschaft
- Inventors: Gilbert Billeb; Peter Burg
- Web page: https://patentgrep.com/patent/US5347054A

## CPC

- C07C 45/43: of >CX2 groups, X being halogen
- C07C 47/55: containing halogen
- C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS

## Abstract

A process for preparing aromatic aldehydes of the formula (1) ##STR1## in which R.sup.1, R.sup.2, R.sup.3 independently of one another are H, F, Cl or Br, by hydrolyzing a dichloromethyl-substituted benzene of the formula (2) ##STR2## in which R.sup.1, R.sup.2, R.sup.3 have the abovementioned meanings with a from about 1 to about 50% strength aqueous solution of one or more zinc salts of the formula (3) ZnX.sub.n (3) in which X is F, Cl, Br, I, OH or SO.sub.4, and n is, depending on the anion X, the number 1 or 2, at temperatures of from about 70.degree. to about 160.degree. C.

## Claims

### Claim 1

A process for preparing aromatic aldehydes of the formula (1) ##STR6## in which R.sup.1, R.sup.2, R.sup.3 independently of one another are H, F, C1 or Br, which comprises hydrolyzing a dichloromethyl-substituted benzene of the formula (2) ##STR7## in which R.sup.1, R.sup.2, R.sup.3 have the abovementioned meanings with a from about 1 to about 50 % strength aqueous solution of one or more zinc salts of the formula (3)
ZnX.sub.n ( 3)
in which X is F, C1, Br, I, OH or SO.sub.4, and n is, depending on the anion X, the number 1 or 2, at temperatures of from about 70.degree. to about 160.degree. C.

### Claim 2 (depends on 1)

The process as claimed in claim 1, wherein R.sup.1, R.sup.2, R.sup.3 in the formulae (1) and (2) are H, F or C1.

### Claim 3 (depends on 1)

The process as claimed in claim 1, wherein X in the formula (3) is C1, Br, OH or SO.sub.4.

### Claim 4 (depends on 1)

The process as claimed in claim 1, wherein hydrolysis is carried out at temperatures from about 100.degree. to about 140.degree. C.

### Claim 5 (depends on 1)

The process as claimed in claim 1, wherein hydrolysis is carried out with a from about 1.1 to about 15% strength aqueous solution of one or more zinc salts of the formula (3) given in claim 1.

### Claim 6 (depends on 1)

The process as claimed in claim 1, wherein a crude saponification mixture results from said hydrolyzing step, and said crude saponification mixture is extracted with water and the resulting aqueous zinc salt-containing solution is recirculated and re-used as said about 1 to about 50% strength aqueous solution.

### Claim 7 (depends on 1)

The process as claimed in claim 1, wherein a crude saponification mixture results from said hydrolyzing step, and said crude saponification mixture is extracted with an amount of water calculated so that an at least 1% strength solution of the zinc salt is obtained.

### Claim 8 (depends on 1)

The process as claimed in claim 1, wherein a crude saponification mixture results from said hydrolyzing step is extracted with an amount of water which is generally the same as that which is stoichiometrically used up during the hydrolyzing step.

### Claim 9 (depends on 1)

The process as claimed in claim 1, wherein the hydrolysis step is carried out continuously in a cascade of stirred reactors, the reaction mixture obtained is treated continuously with water and the resulting zinc salt-containing aqueous solution is continuously recirculated.