Reaction #4091635
Related Literature (1)
openreactiondata ↗doi:10.1039/C8SC04228D
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-29ccdf35e6ae42c0a9b8a47b570a5da7No renderable structure data available
C1CNCCC1C2=C(C(=CC=C2)Cl)ClChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | 4-(2,3-dichlorophenyl)piperidine |
|---|---|
| IUPAC Name | — |
| CAS Number | 187835-01-4 |
| Database ID | 17895683 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
4-(2,3-dichlorophenyl)piperidine (CAS 187835-01-4) 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 17895683
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-29ccdf35e6ae42c0a9b8a47b570a5da7Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-853a79ddad504820a7045603a324af29Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-29ccdf35e6ae42c0a9b8a47b570a5da7Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-853a79ddad504820a7045603a324af29Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 4-(2,3-dichlorophenyl)-1,2,3,6-tetrahydropyridine (0.49 g, 2.15 mmol), platinum oxide (0.11 g) and hydrochloric acid (0.1 ml, conc) in methanol (30 ml) was hydrogenated at 50 psi for 1 h under hydrogen gas. The reaction mixture was filtered through a pad of celite and the filtrate was concentrated and evaporated to dryness. Aqueous sodium carbonate (10%, 50 ml) was added. The aqueous phase was extracted with ethylacetate (3×30 ml) and the combined organic phases was dried (MgSO4), filtered and evaporated to dryness. Yield: 0.17 g. MS m/z (rel. intensity, 70 eV) 230 (M+, 22), 229 (24), 228 (35), 196 (30), 194 (bp). The reaction mixture was filtered through a pad of celite the filtrate was concentrated evaporated to dryness Aqueous sodium carbonate (10%, 50 ml) was added The aqueous phase was extracted with ethylacetate (3×30 ml) the combined organic phases was dried (MgSO4) filtered evaporated to dryness
Source ID: ord-e691220b50314d198373a2da1794aa77Conditions: temp:140.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of 4-(2,3-dichlorophenyl)piperidine (10 mg) in acetonitrile (2 ml), was added potassium carbonate (10 mg) and 1-iodoethane (5 mg) and the mixture was heated to 140° C. in a sealed tube under microwave radiation for 400 s. MS m/z (rel. intensity, 70 eV) 258 (M+, 11), 257 (18), 256 (14), 244 (66), 242 (bp).
Source ID: ord-6590e959938d4972a42d5f6e0610462aConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 4-(2,3-dichlorophenyl)piperidine (20 mg, 0.064 mmol), 1,2-dichloroethane (1 ml), glacial acetic acid (4 mg, 0.064 mmol), paraformaldehyde (2 mg, 0.066 mmol) and sodium triacetoxyborohydride (20 mg, 0.092 mmol) was stirred 15 h at ambient temperature. MS m/z (rel. intensity, 70 eV) 244 (M+, 68), 243 (54), 242 (bp), 208 (61), 115 (29).
Source ID: ord-13d3e2b62bf14247991b41921be1bea4Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 4-(2,3-dichlorophenyl)piperidine (20 mg, 0.064 mmol), 1,2-dichloroethane (1 ml), glacial acetic acid (4 mg, 0.064 mmol), paraformaldehyde (2 mg, 0.066 mmol) and sodium triacetoxyborohydride (20 mg, 0.092 mmol) was stirred 15 h at ambient temperature. MS m/z (rel. intensity, 70 eV) 244 (M+, 68), 243 (54), 242 (bp), 208 (61), 115 (29).
Source ID: ord-13d3e2b62bf14247991b41921be1bea4Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 4-(2,3-dichlorophenyl)piperidine (20 mg, 0.064 mmol), 1,2-dichloroethane (1 ml), glacial acetic acid (4 mg, 0.064 mmol), paraformaldehyde (2 mg, 0.066 mmol) and sodium triacetoxyborohydride (20 mg, 0.092 mmol) was stirred 15 h at ambient temperature. MS m/z (rel. intensity, 70 eV) 244 (M+, 68), 243 (54), 242 (bp), 208 (61), 115 (29).
Source ID: ord-13d3e2b62bf14247991b41921be1bea4Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Preparation according to Example 2: 4-(2,3-dichlorophenyl)piperidine (0.02 g, 0.081 mmol), acetonitrile (2 ml), potassium carbonate (0.02 g, 0.14 mmol), 1-bromo-3-fluoropropane (0.010 ml, 0.082 mmol). MS m/z (relative intensity, 70 eV) 307 (M+, 4), 305 (M+, 8), 260 (63), 258 (bp), 242 (20), 240 (29). Preparation
Source ID: ord-bbb5bbdf7dbc495082d0ad4b286d907aConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Preparation according to Example 2: 4-(2,3-dichlorophenyl)piperidine (0.02 g, 0.081 mmol), acetonitrile (2 ml), potassium carbonate (0.02 g, 0.14 mmol), 1,1,1-trifluoro-3-iodopropane (0.010 ml, 0.082 mmol). MS m/z (relative intensity, 70 eV) 343 (M+, 10), 341 (M+, 15), 260 (52), 258 (82), 152 (54), 42 (bp). Preparation
Source ID: ord-8e464007f66545e2b5c8fcc9a4b1f9a7Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Preparation according to Example 2: 4-(2,3-dichlorophenyl)piperidine (0.02 g, 0.081 mmol), acetonitrile (2 ml), potassium carbonate (0.02 g, 0.14 mmol), 1-bromo-2-methylpropane (0.009 ml, 0.082 mmol). MS m/z (relative intensity, 70 eV) 303 (M+, 1), 302 (M+, 2), 260 (63), 258 (bp), 242 (19), 240 (29). Preparation
Source ID: ord-68c1ea64af574a368d3fe053d882118cPubChem References
These sources are listed in the compound's public database record.
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