Claims
- 1. Process for the preparation of cyclopropanecarboxylic acid which comprises contacting cyclopropanecarboxaldehyde with molecular oxygen at a temperature of about 10° to 200° C. wherein in a second step the cyclopropanecarboxylic acid is reacted with a hydroxy compound having the structure R—OH in the presence of an acidic catalyst to produce a cyclopropanecarboxylate ester having the structure: wherein R is (i) a linear or branched alkyl, alkenyl or alkynyl radical containing up to about 30 carbon atoms, (ii) a cycloalkyl or cycloalkenyl radical containing 3 to 7 carbon atoms, (iii) a carbocyclic aromatic or heterocyclic aromatic radical which may carry one or more substituents, or (iv) a 5- or 6-membered non-aromatic heterocyclic radical comprising one or more hetero atoms.
- 2. Process for the preparation of cyclopropanecarboxylic acid which comprises contacting cyclopropanecarboxaldehyde with molecular oxygen provided as substantially pure oxygen, air, or oxygen-enriched air at a temperature of about 50° to 100° C. and a pressure of about 1 to 10 bar absolute in the absence of an oxidation catalyst wherein in a second step the cyclopropanecarboxylic acid is reacted with a primary or secondary alkanol containing up to about 8 carbon atoms at a temperature of about 60° to 150° C. in the presence of an acidic catalyst to produce an alkyl cyclopropanecarboxylate.
- 3. Process for the preparation of cyclopropanecarboxylic acid which comprises contacting cyclopropanecarboxaldehyde with molecular oxygen at a temperature of about 10° to 200° C. wherein in a second step the cyclopropanecarboxylic acid is reacted with ammonia at a temperature of about 20° to 400° C. and a pressure of about 1 to 345 bar absolute to produce cyclopropanecarboxamide.
- 4. Process for the preparation of cyclopropanecarboxylic acid which comprises contacting cyclopropanecarboxaldehyde with molecular oxygen provided as substantially pure oxygen, air, or oxygen-enriched air at a temperature of about 50° to 100° C. and a pressure of about 1 to 10 bar absolute in the absence of an oxidation catalyst wherein in a second step the cyclopropanecarboxylic acid is reacted with ammonia at a temperature of about 180° to 260° C. and a pressure of about 10 to 100 bar absolute to produce cyclopropanecarboxamide.
- 5. Process for the preparation cyclopropanecarboxamide which comprises the steps of:(1) contacting cyclopropanecarboxylic acid with ammonia in a reactor at a temperature of 200° to 260° C. and a pressure of 10 to 100 bar absolute in the absence of both a catalyst and a solvent to form a melt of cyclopropanecarboxamide; (2) venting the reactor at a temperature above the melting point of cyclopropanecarboxamide to reduce the pressure to about atmospheric pressure and remove excess ammonia and water of reaction from the cyclopropanecarboxamide; and (3) obtaining from the reactor cyclopropanecarboxamide essentially free of water and ammonia.
- 6. Process according to claim 5 wherein step (1) is performed at 230° to 240° C. and step (2) is performed at 130° to 150° C.
- 7. A process for the preparation of cyclopropanecarboxamide which comprises reacting cyclopropanecarboxylic acid with ammonia at a pressure of 1 to 345 bar in the presence of an organic solvent to give the amide.
- 8. The process of claim 7, which is carried out in the absence of a catalyst.
- 9. The process of claim 7, wherein at least one solvent selected from the group consisting of aromatic hydrocarbons and aliphatic hydrocarbons is used as the solvent.
- 10. The process of claim 7, wherein the at least one solvent selected from the group consisting of cyclohexane, heptane, toluene, and xylene is used as the solvent.
- 11. The process of claim 7, wherein at least one solvent selected from the group consisting of ethers and alcohols is used as the solvent.
- 12. The process of claim 7, which is carried out at a pressure of 1 to 100 bar.
- 13. The process of claim 7, wherein the reaction with ammonia is carried out in a temperature range from 20° to 400° C.
- 14. The process of claim 7, wherein the amide is collected as a solids, washed and isolated by filtration.
Parent Case Info
This is a divisional application of application Ser. No. 08/315,462, filed Sep. 30, 1994 now U.S. Pat. No. 5,504,245.
US Referenced Citations (1)
Number |
Name |
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5739399 |
Sattler |
Apr 1998 |
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Divisions (1)
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08/562948 |
Nov 1995 |
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09/289387 |
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Reissues (1)
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08/562948 |
Nov 1995 |
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09/289387 |
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