GB622561A - Manufacture of di(alkoxyphenyl)haloethanes - Google Patents
Manufacture of di(alkoxyphenyl)haloethanesInfo
- Publication number
- GB622561A GB622561A GB8314/47A GB831447A GB622561A GB 622561 A GB622561 A GB 622561A GB 8314/47 A GB8314/47 A GB 8314/47A GB 831447 A GB831447 A GB 831447A GB 622561 A GB622561 A GB 622561A
- Authority
- GB
- United Kingdom
- Prior art keywords
- ether
- bis
- chloral
- mols
- aldehyde
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Di-(alkoxyphenyl) - haloethanes are prepared from an alkyl phenyl ether and a halogenated acetaldehyde in a homogeneous liquid reaction mixture in the presence of a condensing agent selected from aluminium chloride, bromide, or iodide, boron trifluoride, or hydrogen fluoride. Preferably, the alkyl group of the ether contains not more than 12 carbon atoms, e.g. it may be methyl, ethyl, propyl, isopropyl, butyl, or amyl, or the corresponding alkoxy groups. Suitable halogenated acetaldehydes are mono-, di- and trihaloacetaldehydes, e.g. bromal, and mono-, di- and tri-chloroacetaldehydes; the latter compound is preferred. A diluent may be used in the reaction, such as nitrobenzene, nitrotoluenes or ether, but it is preferred to use an excess of the ether constituent, i.e. 3 to 4 mols. of the ether to 1 mol. of the aldehyde. The aldehyde is added gradually with cooling to 30-60 DEG C. to a mixture of the ether and condensing agent, and at least 0.25 mols. (i.e. about 0.25-1 mol.) of the latter are used per 1 mol. of aldehyde. A preferred application of the invention is the reaction between chloral and anisole in the presence of aluminium chloride (0.4-0.6 mols.). In examples 2, 4, 7, 8, 9, 10, anisole and chloral are condensed under various conditions, in the presence of aluminium bromide and chloride, boron trifluoride and hydrogen fluoride as condensing agents, to give 2 : 2-bis-(41-methoxyphenyl)-1 : 1 : 1-tri-chloroethane; in example 3, chloral is replaced by dichloroacetaldehyde to give 2 : 2-bis-(41-methoxyphenyl)-1 : 1-dichloroethane; and in examples 1, 5 and 5, chloral is condensed in the presence of aluminium chloride with phenetole, dodecyl phenyl ether, and 1 : 4-dimethoxybenzene to give respectively 2 : 2-bis-(41-ethoxyphenyl)-, 2 : 2-bis-(41-dodecyloxyphenyl)- and 2 : 2-bis-(dimethoxyphenyl)-1 : 1 : 1-trichloro-ethane.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US622561XA | 1946-03-27 | 1946-03-27 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB622561A true GB622561A (en) | 1949-05-04 |
Family
ID=22041252
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB8314/47A Expired GB622561A (en) | 1946-03-27 | 1947-03-27 | Manufacture of di(alkoxyphenyl)haloethanes |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB622561A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3444245A (en) * | 1966-08-17 | 1969-05-13 | Wacker Chemie Gmbh | Process for making 4,4'-bis-hydroxyalkyl ethers of stilbene |
-
1947
- 1947-03-27 GB GB8314/47A patent/GB622561A/en not_active Expired
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3444245A (en) * | 1966-08-17 | 1969-05-13 | Wacker Chemie Gmbh | Process for making 4,4'-bis-hydroxyalkyl ethers of stilbene |
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