Reaction #4163990
Related Literature (1)
openreactiondata ↗doi:10.1039/C8SC04228D
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-49130207ab7146a8b85f22b9ffe516e1No renderable structure data available
C1CC1C2CC2C3=CC=CC=C3NChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | 2-(2-cyclopropylcyclopropyl)aniline |
|---|---|
| IUPAC Name | — |
| CAS Number | 890408-75-0 |
| Database ID | 16727060 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
2-(2-cyclopropylcyclopropyl)aniline (CAS 890408-75-0) 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 16727060
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-49130207ab7146a8b85f22b9ffe516e1Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-bdb30b64bec64e93bad98de38167bb6aConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-aaa02e38c2ad4f2f909937386ca85580Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-49130207ab7146a8b85f22b9ffe516e1Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 0.289 g of Ru/C (5%) are added to a solution comprising 3.00 g (17.31 mmol) 2-[1,1′-Bi(cyclopropyl)-2-yl]anilin in 20 ml of tetrahydrofuran, and the mixture is hydrogenated with 100 bar of hydrogen at 120° C. for 20 hours. After cooling to room temperature, the catalyst is filtered off through Celite 545 and the product is concentrated under reduced pressure. This gives 3.01 g (96%) of 2-[1,1′-Bi(cyclopropyl)-2-yl]cyclohexanamine having a purity of 96% according to MSD-HPLC. the catalyst is filtered off through Celite 545 the product is concentrated under reduced pressure
Source ID: ord-862d26d240de464e8792732256cb677bConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 0.289 g of Ru/C (5%) are added to a solution comprising 3.00 g (17.31 mmol) 2-[1,1′-Bi(cyclopropyl)-2-yl]anilin in 20 ml of tetrahydrofuran, and the mixture is hydrogenated with 100 bar of hydrogen at 120° C. for 20 hours. After cooling to room temperature, the catalyst is filtered off through Celite 545 and the product is concentrated under reduced pressure. This gives 3.01 g (96%) of 2-[1,1′-Bi(cyclopropyl)-2-yl]cyclohexanamine having a purity of 96% according to MSD-HPLC. the catalyst is filtered off through Celite 545 the product is concentrated under reduced pressure
Source ID: ord-862d26d240de464e8792732256cb677bConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 0.289 g of Ru/C (5%) are added to a solution comprising 3.00 g (17.31 mmol) 2-[1,1′-Bi(cyclopropyl)-2-yl]anilin in 20 ml of tetrahydrofuran, and the mixture is hydrogenated with 100 bar of hydrogen at 120° C. for 20 hours. After cooling to room temperature, the catalyst is filtered off through Celite 545 and the product is concentrated under reduced pressure. This gives 3.01 g (96%) of 2-[1,1′-Bi(cyclopropyl)-2-yl]cyclohexanamine having a purity of 96% according to MSD-HPLC. the catalyst is filtered off through Celite 545 the product is concentrated under reduced pressure
Source ID: ord-862d26d240de464e8792732256cb677bConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 1 g of benzyl(2-bicyclopropyl-2-yl-phenyl)amine (3.8 mmol, trans/cis ratio of about 3:1) is dissolved in 15 ml of absolute tetrahydrofuran. Then 50 mg of Pd (5%) on activated carbon are added. Hydrogenation is then carried out, with stirring, for 1 hour at room temperature. After completion of the reaction, the catalyst is filtered off and the solvent is removed using a water jet vacuum. The product is purified by chromatography on silica gel (eluant:ethyl acetate/hexane 1/15). 0.61 g of 2-bicyclopropyl-2-ylphenylamine (92% of theory) is obtained in the form of a brownish liquid (trans/cis ratio of about 3:1). After completion of the reaction the catalyst is filtered off the solvent is removed The product is purified by chromatography on silica gel (eluant:ethyl acetate/hexane 1/15)
Source ID: ord-94bc49a6260f4493b18197ad5ae865bcConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-bdb30b64bec64e93bad98de38167bb6aConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 1 g of benzyl(2-bicyclopropyl-2-yl-phenyl)amine (3.8 mmol, trans/cis ratio of about 3:1) is dissolved in 15 ml of absolute tetrahydrofuran. Then 50 mg of Pd (5%) on activated carbon are added. Hydrogenation is then carried out, with stirring, for 1 hour at room temperature. After completion of the reaction, the catalyst is filtered off and the solvent is removed using a water jet vacuum. The product is purified by chromatography on silica gel (eluant:ethyl acetate/hexane 1/15). 0.61 g of 2-bicyclopropyl-2-ylphenylamine (92% of theory) is obtained in the form of a brownish liquid (trans/cis ratio of about 3:1). After completion of the reaction the catalyst is filtered off the solvent is removed The product is purified by chromatography on silica gel (eluant:ethyl acetate/hexane 1/15)
Source ID: ord-94bc49a6260f4493b18197ad5ae865bcConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-aaa02e38c2ad4f2f909937386ca85580Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: In a hydrogenation reactor, 1 g of 2-(2-nitrophenyl)-bicyclopropane (4.9 mmol, trans:cis ratio: 4.1:1), dissolved in 20 ml of ethanol, is hydrogenated at ambient temperature using 0.1 g of 5% platinum-carbon catalyst. After 2.5 hours and after 101% of the amount of hydrogen theoretically required for the reduction has been taken up, the reaction is stopped. Following filtration of the reaction mixture, the solvent is removed by concentration by evaporation. 0.87 g of 2-(2-aminophenyl)-bicyclopropane (100% of theory) is obtained in the form of a brownish liquid (trans:cis ratio: 4.4:1). is hydrogenated at ambient temperature filtration of the reaction mixture the solvent is removed by concentration by evaporation
Source ID: ord-d7f25fc4fa9a456e8d230c94faae8e49PubChem References
These sources are listed in the compound's public database record.
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