Reaction #4155149
Related Literature (1)
openreactiondata ↗doi:10.1039/C8SC04228D
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-ae83ef40502d49d48faebc00916892adNo renderable structure data available
C1C(CC2=CC=CC=C21)NC(=O)C3=CC=C(C=C3)FChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | N-(2,3-dihydro-1H-inden-2-yl)-4-fluorobenzamide |
|---|---|
| IUPAC Name | — |
| CAS Number | 450348-85-3 |
| Database ID | 10131276 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
N-(2,3-dihydro-1H-inden-2-yl)-4-fluorobenzamide (CAS 450348-85-3) 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 10131276
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-ae83ef40502d49d48faebc00916892adConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-6a8cbf7f9e8d42eda6232f7d00e1c878Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-1a069d86eade469b850ea56d81e58a6bConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 2.87 g (21.6 mmol) aluminum trichloride were suspended in 10 ml 1,2-dichloroethane, 500 mg (4.9 mmol) acetic anhydride and 1.0 g N-(indan-2-yl)-4-fluoro-benzamide added, and the whole was stirred for 2 h at RT. The resulting mixture was poured onto ice water/HCl, extracted with dichloromethane, the organic phase was dried with Na2SO4 and evaporated. The resulting mixture was poured onto ice water/HCl extracted with dichloromethane the organic phase was dried with Na2SO4 evaporated
Source ID: ord-12d8dcb51e2c4376b2cab1e7072141cfConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To 5.0 g (19.6 mmol) 4-fluoro-N-(indan-2-yl)-benzamide was given, at 5–10° C., a nitrating mixture of 10 ml conc. nitric acid and 12 ml conc. sulfuric acid, followed by stirring over 3 h at room temperature. The mixture was worked up by pouring onto an ice/water mixture, extraction with ethyl acetate, washing of the organic phase with a solution of sodium hydrogen carbonate, drying and evaporating to dryness. The thus-obtained residue was crystallized form ethyl acetate/heptane. yield: 3.2 g (54%), mp.: 167° C. was given, at 5–10° C. washing of the organic phase with a solution of sodium hydrogen carbonate drying evaporating to dryness The thus-obtained residue was crystallized form ethyl acetate/heptane
Source ID: ord-0bf68223aa0d4ff39dc46f4603f206fcConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 43.70 g (258 mol) 2-aminoindane hydrochloride and 53.43 g (528 mmol) triethylamine were added to 250 ml of tetrahydrofuran, 42.89 g (270 mmol) 4-fluorobenzoylchloride were added, and the mixture was stirred for 2 h at RT. were added
Source ID: ord-718b7980b122441ab1ee2810010504e8Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-ae83ef40502d49d48faebc00916892adConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-6a8cbf7f9e8d42eda6232f7d00e1c878Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of indan-2-ylamine (0.297 g) in dichloromethane (5 ml) were added in turn pyridine (0.23 ml) and 4-fluorobenzoyl chloride (0.26 ml) at 0° C. The mixture was allowed to warm to ambient temperature and stirred for 1 hour, which was taken up into a mixture of water and ethyl acetate. The separated organic layer was washed in turn with hydrochloric acid (1N), aqueous sodium hydrogen carbonate and brine, and dried over magnesium sulfate. Evaporation under reduced pressure gave a residue, which was triturated with diisopropyl ether to give 4-fluoro-N-(indan-2-yl)benzamide (0.325 g). The separated organic layer was washed in turn with hydrochloric acid (1N), aqueous sodium hydrogen carbonate and brine dried over magnesium sulfate Evaporation under reduced pressure gave a residue, which was triturated with diisopropyl ether
Source ID: ord-a1e4f0ab4abd4244905d0de2f6961397Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 2.87 g (21.6 mmol) aluminum trichloride were suspended in 10 ml 1,2-dichloroethane, 500 mg (4.9 mmol) acetic anhydride and 1.0 g N-(indan-2-yl)-4-fluoro-benzamide added, and the whole was stirred for 2 h at RT. The resulting mixture was poured onto ice water/HCl, extracted with dichloromethane, the organic phase was dried with Na2SO4 and evaporated. The resulting mixture was poured onto ice water/HCl extracted with dichloromethane the organic phase was dried with Na2SO4 evaporated
Source ID: ord-12d8dcb51e2c4376b2cab1e7072141cfConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 2.87 g (21.6 mmol) aluminum trichloride were suspended in 10 ml 1,2-dichloroethane, 500 mg (4.9 mmol) acetic anhydride and 1.0 g N-(indan-2-yl)-4-fluoro-benzamide added, and the whole was stirred for 2 h at RT. The resulting mixture was poured onto ice water/HCl, extracted with dichloromethane, the organic phase was dried with Na2SO4 and evaporated. The resulting mixture was poured onto ice water/HCl extracted with dichloromethane the organic phase was dried with Na2SO4 evaporated
Source ID: ord-12d8dcb51e2c4376b2cab1e7072141cfConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To 5.0 g (19.6 mmol) 4-fluoro-N-(indan-2-yl)-benzamide was given, at 5–10° C., a nitrating mixture of 10 ml conc. nitric acid and 12 ml conc. sulfuric acid, followed by stirring over 3 h at room temperature. The mixture was worked up by pouring onto an ice/water mixture, extraction with ethyl acetate, washing of the organic phase with a solution of sodium hydrogen carbonate, drying and evaporating to dryness. The thus-obtained residue was crystallized form ethyl acetate/heptane. yield: 3.2 g (54%), mp.: 167° C. was given, at 5–10° C. washing of the organic phase with a solution of sodium hydrogen carbonate drying evaporating to dryness The thus-obtained residue was crystallized form ethyl acetate/heptane
Source ID: ord-0bf68223aa0d4ff39dc46f4603f206fcPubChem References
These sources are listed in the compound's public database record.
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