Reaction #4149032
Related Literature (1)
openreactiondata ↗doi:10.1039/C8SC04228D
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-29f022756366433b8b54642a34a6db1fNo renderable structure data available
C1=CC(=C(C(=C1)F)CC(=O)Cl)FChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | 2-(2,6-difluorophenyl)acetyl chloride |
|---|---|
| IUPAC Name | — |
| CAS Number | 116622-90-3 |
| Database ID | 2758321 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
2-(2,6-difluorophenyl)acetyl chloride (CAS 116622-90-3) 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 2758321
Safety Notice
For professional research and industrial use only. Review the supplier safety data sheet before handling.
Synthesis data
11 reactions · 11 references
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-29f022756366433b8b54642a34a6db1fConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-f2f2fc84ee6148e28b5cd30548ae0139Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-29f022756366433b8b54642a34a6db1fConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 25 ml of methylamine solution (33% in ethanol) are diluted with 90 ml of dichloromethane. While cooling, 9.52 g (50 mmol) of 2,6-difluorophenylacetyl chloride dissolved in 10 ml of dichloromethane are added dropwise in such a manner that the temperature of the reaction mixture does not exceed 10°. The reaction mixture is stirred for a further hour at 10° and then extracted three times with water. The organic phase is dried over magnesium sulphate and concentrated. The crude product is recrystallised from dichloromethane/petroleum ether and yields 8.57 g (92.6% of the theoretical yield) of 2,6-difluorophenylacetic acid methylamide of m.p. 163°-164°. While cooling are added dropwise in such a manner that the temperature of the reaction mixture does not exceed 10° extracted three times with water The organic phase is dried over magnesium sulphate concentrated The crude product is recrystallised from dichloromethane/petroleum ether yields 8.57 g (92.6% of the
Source ID: ord-107207ce0a8743cfbb6696ec1fda6878Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 75.3 g (0.44 mol) of 2,6-difluorophenylacetic acid are dissolved in 96 ml (156.5 g; 1.32 mol) of thionyl chloride, stirred for 1 hour at 60° and then heated under reflux for 2 hours. The excess thionyl chloride is then distilled off and the residue is fractionated, yielding 79.5 g (95% of the theoretical yield) of 2,6-difluorophenylacetyl chloride. heated under reflux for 2 hours The excess thionyl chloride is then distilled off yielding 79.5 g (95% of the
Source ID: ord-6c85fe6bc8664cbe91c309939c981546Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 75.3 g (0.44 mol) of 2,6-difluorophenylacetic acid are dissolved in 96 ml (156.5 g; 1.32 mol) of thionyl chloride, stirred for 1 hour at 60° and then heated under reflux for 2 hours. The excess thionyl chloride is then distilled off and the residue is fractionated, yielding 79.5 g (95% of the theoretical yield) of 2,6-difluorophenylacetyl chloride. heated under reflux for 2 hours The excess thionyl chloride is then distilled off yielding 79.5 g (95% of the
Source ID: ord-6c85fe6bc8664cbe91c309939c981546Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-f2f2fc84ee6148e28b5cd30548ae0139Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 25 ml of methylamine solution (33% in ethanol) are diluted with 90 ml of dichloromethane. While cooling, 9.52 g (50 mmol) of 2,6-difluorophenylacetyl chloride dissolved in 10 ml of dichloromethane are added dropwise in such a manner that the temperature of the reaction mixture does not exceed 10°. The reaction mixture is stirred for a further hour at 10° and then extracted three times with water. The organic phase is dried over magnesium sulphate and concentrated. The crude product is recrystallised from dichloromethane/petroleum ether and yields 8.57 g (92.6% of the theoretical yield) of 2,6-difluorophenylacetic acid methylamide of m.p. 163-164°. While cooling are added dropwise in such a manner that the temperature of the reaction mixture does not exceed 10° extracted three times with water The organic phase is dried over magnesium sulphate concentrated The crude product is recrystallised from dichloromethane/petroleum ether yields 8.57 g (92.6% of the
Source ID: ord-e248cf9073c54ab0922c7b57752b4830Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 75.3 g (0.44 mol) of 2,6-difluorophenylacetic acid are dissolved in 96 ml (156.5 g; 1.32 mol) of thionyl chloride, stirred for 1 hour at 60° and then heated under reflux for 2 hours. The excess thionyl chloride is then distilled off and the residue is fractionated, yielding 79.5 g (95% of the theoretical yield) of 2,6-difluorophenylacetyl chloride. heated under reflux for 2 hours The excess thionyl chloride is then distilled off yielding 79.5 g (95% of the
Source ID: ord-f2c7b09ca0e84b2f87402c200818a031Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 25 ml of methylamine solution (33% in ethanol) are diluted with 90 ml of dichloromethane. While cooling, 9.52 g (50 mmol) of 2,6-difluorophenylacetyl chloride dissolved in 10 ml of dichloromethane are added dropwise in such a manner that the temperature of the reaction mixture does not exceed 10°. The reaction mixture is stirred for a further hour at 10° and then extracted three times with water. The organic phase is dried over magnesium sulphate and concentrated. The crude product is recrystallised from dichloromethane/petroleum ether and yields 8.57 g (92.6% of the theoretical yield) of 2,6-difluorophenylacetic acid methylamide of m.p. 163°-164°. While cooling are added dropwise in such a manner that the temperature of the reaction mixture does not exceed 10° extracted three times with water The organic phase is dried over magnesium sulphate concentrated The crude product is recrystallised from dichloromethane/petroleum ether yields 8.57 g (92.6% of the
Source ID: ord-107207ce0a8743cfbb6696ec1fda6878Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 75.3 g (0.44 mol) of 2,6-difluorophenylacetic acid are dissolved in 96 ml (156.5 g; 1.32 mol) of thionyl chloride, stirred for 1 hour at 60° and then heated under reflux for 2 hours. The excess thionyl chloride is then distilled off and the residue is fractionated, yielding 79.5 g (95% of the theoretical yield) of 2,6-difluorophenylacetyl chloride. heated under reflux for 2 hours The excess thionyl chloride is then distilled off yielding 79.5 g (95% of the
Source ID: ord-6c85fe6bc8664cbe91c309939c981546PubChem References
These sources are listed in the compound's public database record.
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