Reaction #4100787
Related Literature (1)
openreactiondata ↗doi:10.1039/C8SC04228D
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-156227b224bc4416b0dfceab3784d1f4No renderable structure data available
C1CC(=O)N(C1)CCCClChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | 1-(3-chloropropyl)pyrrolidin-2-one |
|---|---|
| IUPAC Name | — |
| CAS Number | 91152-30-6 |
| Database ID | 11105662 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
1-(3-chloropropyl)pyrrolidin-2-one (CAS 91152-30-6) 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 11105662
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-156227b224bc4416b0dfceab3784d1f4Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-b188fe174e47490bae6ecefad5608e6eConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-8066ae57f41044ba9c5b9e2382973d82Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-d5e64c43e7884c2b9a71990895411514Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-156227b224bc4416b0dfceab3784d1f4Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-b188fe174e47490bae6ecefad5608e6eConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-8066ae57f41044ba9c5b9e2382973d82Conditions: temp:80.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 1-chloro-3-[2-oxopyrrolidin-1-yl]propane (2.0 g, 12.0 mmol), 1-(4-ethylphenyl)piperazine (2.36 g, 12.0 mmol), anhydrous Na2CO3 (0.658 g, 6.2 mmol) and NaI (0.18 g, 1.2 mmol) in dry DMF (10 ml) was stirred at 80° C. for 12 hrs. The reaction mixture was cooled, poured on water (30 ml) and the separated residue was extracted with CHCl3 (2×30 ml). The extracts were dried over Na2So4 and concentrated under reduced pressure to give 1-[4-(4-ethylphenyl)piperazin-1-yl]-3-[2-oxopyrrolidin-1-yl]propane as an oil which was purified by flash column chromatography over silica gel using chloroform as eluent, yield 2.43 g (62.0%). IR (Neat): 2940, 2800, 1660, 1440, 1000, 900,800. 1H NMR (CDCl3): 1.20(t, 3H, J=6.0 Hz, CH2CH3, 1.60-280(m, 14H, 3',4',2,1 & 2×N--CH2, CH2CH3), 3.00-3.60(m, 8H, 5', 3 & 2×N--CH2). MS: m/z 315 (M+). The reaction mixture was cooled poured on water (30 ml) the separated residue was extracted with CHCl3 (2×30 ml) The extracts were dried over Na2So4 concentrated under reduced pressure
Source ID: ord-55f6c080f2cc47d8ad654f88a3283364Conditions: temp:150.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 1-chloro-3-[2-oxopyrrolidin-1-yl]propane (1 g, 6.2 mmcl), 1-(3-chlorophenyl)piperazine (1.22 g, 6.2 minol) anhydrous Na2CO3 (0.33 g, 3.1 mmol) and Nal (0.093 g, 0.6 mmcl) in dry xylene (15 ml) was stirred at 150° C. for 14 hours. The solvent was removed at reduced pressure and residue was poured on water (30 ml). The separated residue was extracted with dichloromethane (2×25 ml), dried over Na2SO4 and concentrated to give 1-[4-(3-chlorophenyl)piperazin-1-yl]-3-[3-oxopyrrolidin-1-yl]propane as an oil which was purified by flash column chromatography over silica gel using chloroform as fluent, yield 0.72 g (36%). The solvent was removed at reduced pressure and residue was poured on water (30 ml) The separated residue was extracted with dichloromethane (2×25 ml) dried over Na2SO4 concentrated
Source ID: ord-bb60aef93cef40d1abc8470ffd372fafConditions: temp:110.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 1-chloro-3-[2-oxopyrrolidin-1-yl]propane (1.0 g, 6.2 mmol), 1-(3-chlorophenyl)piperazine (1.22 g, 6.2 minol), anhydrous Na2CO3 (0.33 g, 3.1 mmol) and Nal (0.093 g, 0.6 mmcl) in dry toluene (10 ml) was stirred at 110° C. for 12 hrs. The solvent was removed at reduced pressure and residue was poured on water (20 ml). The separated residue was extracted with ethylacetate (3×20 ml), dried over Na2SO4 and concentrated under reduced pressure to give 1-[4-(3-chlorophenyl)piperazin-1-yl]-3-[2-oxopyrrolidin-1-yl]propane as an oil which was purified by flash column chromatography over silica gel using chloroform as eluent, yield 0.60 g (30.0%). The solvent was removed at reduced pressure and residue was poured on water (20 ml) The separated residue was extracted with ethylacetate (3×20 ml) dried over Na2SO4 concentrated under reduced pressure
Source ID: ord-66e46727068041e69d7ff37eee4ce067Conditions: temp:110.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 1-chloro-3-[2-oxopyrrolidin-1-yl]propane (1.0 g, 6.2 mmol), 1-(3-chlorophenyl)piperazine (1.22 g, 6.2 minol), anhydrous Na2CO3 (0.33 g, 3.1 mmol) and Nal (0.093 g, 0.6 mmcl) in dry toluene (10 ml) was stirred at 110° C. for 12 hrs. The solvent was removed at reduced pressure and residue was poured on water (20 ml). The separated residue was extracted with ethylacetate (3×20 ml), dried over Na2SO4 and concentrated under reduced pressure to give 1-[4-(3-chlorophenyl)piperazin-1-yl]-3-[2-oxopyrrolidin-1-yl]propane as an oil which was purified by flash column chromatography over silica gel using chloroform as eluent, yield 0.60 g (30.0%). The solvent was removed at reduced pressure and residue was poured on water (20 ml) The separated residue was extracted with ethylacetate (3×20 ml) dried over Na2SO4 concentrated under reduced pressure
Source ID: ord-66e46727068041e69d7ff37eee4ce067Conditions: temp:110.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 1-chloro-3-[2-oxopyrrolidin-1-yl]propane (1.0 g, 6.2 mmol), 1-(3-chlorophenyl)piperazine (1.22 g, 6.2 minol), anhydrous Na2CO3 (0.33 g, 3.1 mmol) and Nal (0.093 g, 0.6 mmcl) in dry toluene (10 ml) was stirred at 110° C. for 12 hrs. The solvent was removed at reduced pressure and residue was poured on water (20 ml). The separated residue was extracted with ethylacetate (3×20 ml), dried over Na2SO4 and concentrated under reduced pressure to give 1-[4-(3-chlorophenyl)piperazin-1-yl]-3-[2-oxopyrrolidin-1-yl]propane as an oil which was purified by flash column chromatography over silica gel using chloroform as eluent, yield 0.60 g (30.0%). The solvent was removed at reduced pressure and residue was poured on water (20 ml) The separated residue was extracted with ethylacetate (3×20 ml) dried over Na2SO4 concentrated under reduced pressure
Source ID: ord-66e46727068041e69d7ff37eee4ce067PubChem References
These sources are listed in the compound's public database record.
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