Reaction #4019613
Related Literature (1)
openreactiondata ↗doi:10.1039/C8SC04228D
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-f173f0871afe453b8bf5f1cec5f3c708No renderable structure data available
CCOC(=O)C1=CC(=C(C=C1Cl)Cl)FChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | ethyl 2,4-dichloro-5-fluorobenzoate |
|---|---|
| IUPAC Name | — |
| CAS Number | 103318-75-8 |
| Database ID | 13630722 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
ethyl 2,4-dichloro-5-fluorobenzoate (CAS 103318-75-8) product identity, structure identifiers and related reaction data for chemical intermediate research and sourcing review.
Potential Applications
For professional research and industrial use only
Database ID 13630722
Safety Notice
For professional research and industrial use only. Review the supplier safety data sheet before handling.
Synthesis data
12 reactions · 12 references
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-f173f0871afe453b8bf5f1cec5f3c708Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-f842e4793b78418ba5d7548544efb835Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 84 g of 2,4-dichloro-5-fluoro-benzoyl chloride are added dropwise to 250 ml of anhydrous ethanol at 50° to 60° C., the temperature being maintained by occasional cooling with ice-water. The mixture is then refluxed for about a further hour, the excess alcohol is distilled off and the residue is fractionated in vacuo. 84.9 g (~97%) of ethyl 2,4-dichloro-5-fluoro-benzoate are obtained at 132°-135° C./8 mbar. the temperature being maintained The mixture is then refluxed for about a further hour the excess alcohol is distilled off
Source ID: ord-84f4a811032d4a7ea1669fb806d713adConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-f173f0871afe453b8bf5f1cec5f3c708Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-f842e4793b78418ba5d7548544efb835Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 84 g of 2,4-dichloro-5-fluoro-benzoyl chloride are added dropwise to 250 ml of anhydrous ethanol at 50° to 60° C., the temperature being maintained by occasional cooling with ice-water. The mixture is then refluxed for about a further hour, the excess alcohol is distilled off and the residue is fractionated in vacuo. 84.9 g (~97%) of ethyl 2,4-dichloro-5-fluoro-benzoate are obtained at 32°-135° C./8 mbar. the temperature being maintained The mixture is then refluxed for about a further hour the excess alcohol is distilled off
Source ID: ord-e6c9194eb6744b1d9b21b325bea18c0eConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 47.4 g of ethyl 2,4-dichloro-5-fluoro-benzoate and 8.2 g of anhydrous acetonitrile are added dropwise to a suspension of 6.1 g of 80% strength sodium hydride in 100 ml of anhydrous tetrahydrofuran under reflux in the course of about 1 hour. The mixture is heated at the boiling point under reflux for a further hour and cooled to room temperature, and 150 ml of ether are added. The precipitate is filtered off with suction and dissolved in 50 ml of ice-water and the solution is acidified to pH=6 with 10% strength hydrochloric acid. The precipitate is filtered off cold with suction, rinsed with ice-water and dried in vacuo at 40° C. 16 g of 2,4-dichloro-5-fluoro-benzoylacetonitrile of melting point 96°-98° C. are obtained. under reflux in the course of about 1 hour The mixture is heated at the boiling point under reflux for a further hour The precipitate is filtered off with suction dissolved in 50 ml of ice-water The precipitate is filtered off cold with suction rinsed with ice-water dried in vacuo at 40° C
Source ID: ord-447988ec837f48d2917720fac22f8697Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 47.4 g of ethyl 2,4-dichloro-5-fluoro-benzoate and 8.2 g of anhydrous acetonitrile are added dropwise to a suspension of 6.1 g of 80% strength sodium hydride in 100 ml of anhydrous tetrahydrofuran under reflux in the course of about 1 hour. The mixture is heated at the boiling point under reflux for a further hour and cooled to room temperature, and 150 ml of ether are added. The precipitate is filtered off with suction and dissolved in 50 ml of ice-water and the solution is acidified to pH=6 with 10% strength hydrochloric acid. The precipitate is filtered off cold with suction, rinsed with ice-water and dried in vacuo at 40° C. 16 g of 2,4-dichloro-5-fluoro-benzoylacetonitrile of melting point 96°-98° C. are obtained. under reflux in the course of about 1 hour The mixture is heated at the boiling point under reflux for a further hour The precipitate is filtered off with suction dissolved in 50 ml of ice-water The precipitate is filtered off cold with suction rinsed with ice-water dried in vacuo at 40° C
Source ID: ord-447988ec837f48d2917720fac22f8697Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 47.4 g of ethyl 2,4-dichloro-5-fluoro-benzoate and 8.2 g of anhydrous acetonitrile are added dropwise to a suspension of 6.1 g of 80% strength sodium hydride in 100 ml of anhydrous tetrahydrofuran under reflux in the course of about 1 hour. The mixture is heated at the boiling point under reflux for a further hour and cooled to room temperature, and 150 ml of ether are added. The precipitate is filtered off with suction and dissolved in 50 ml of ice-water and the solution is acidified to pH=6 with 10% strength hydrochloric acid. The precipitate is filtered off cold with suction, rinsed with ice-water and dried in vacuo at 40° C. 16 g of 2,4-dichloro-5-fluoro-benzoylacetonitrile of melting point 96°-98° C. are obtained. under reflux in the course of about 1 hour The mixture is heated at the boiling point under reflux for a further hour The precipitate is filtered off with suction dissolved in 50 ml of ice-water The precipitate is filtered off cold with suction rinsed with ice-water dried in vacuo at 40° C
Source ID: ord-447988ec837f48d2917720fac22f8697Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 84 g of 2,4-dichloro-5-fluoro-benzoyl chloride are added dropwise to 250 ml of anhydrous ethanol at 50 to 60° C., the temperature being maintained by occasional cooling with ice-water. The mixture is then refluxed for about a further hour, the excess alcohol is distilled off and the residue is fractionated in vacuo. 84.9 g (~97%) of ethyl 2,4-dichloro-5-fluoro-benzoate are obtained at 132°-135° C./8 mbar. the temperature being maintained The mixture is then refluxed for about a further hour the excess alcohol is distilled off
Source ID: ord-82bdf30512434fdca06c2e90317dec65Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 47.4 g of ethyl 2,4-dichloro-5-fluoro-benzoate and 8.2 g of anhydrous acetonitrile are added dropwise to a suspension of 6.1 g of 80% strength sodium hydride in 100 ml of anhydrous tetrahydrofuran under reflux in the course of about 1 hour. The mixture is heated at the boiling point under reflux for a further hour and cooled to room temperature, and 150 ml of ether are added. The precipitate is filtered off with suction and dissolved in 50 ml of ice-water and the solution is acidified to pH=6 with 10% strength hydrochloric acid. The precipitate is filtered off cold with suction, rinsed with ice-water and dried in vacuo at 40° C. 16 g of 2,4-dichloro-5-fluoro-benzoylacetonitrile of melting point 96°-98° C. are obtained. under reflux in the course of about 1 hour The mixture is heated at the boiling point under reflux for a further hour The precipitate is filtered off with suction dissolved in 50 ml of ice-water The precipitate is filtered off cold with suction rinsed with ice-water dried in vacuo at 40° C
Source ID: ord-ae5f28bc56cf4ad582893c7a6f329b85Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 84 g of 2,4-dichloro-5-fluoro-benzoyl chloride are added dropwise to 250 ml of anhydrous ethanol at 50° to 60° C., the temperature being maintained by occasional cooling with ice-water. The mixture is then refluxed for about a further hour, the excess alcohol is distilled off and the residue is fractionated in vacuo. 84.9 g (~97%) of ethyl 2,4-dichloro-5-fluoro-benzoate are obtained at 132°-135° C./8 mbar. the temperature being maintained The mixture is then refluxed for about a further hour the excess alcohol is distilled off
Source ID: ord-fda2a602b49941758aee72960e33beeaPubChem References
These sources are listed in the compound's public database record.
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