No renderable structure data available
C1=CC=C(C=C1)CCNCCOChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | 2-(2-phenylethylamino)ethanol |
|---|---|
| IUPAC Name | — |
| CAS Number | 2842-37-7 |
| Database ID | 17826 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
2-(2-phenylethylamino)ethanol (CAS 2842-37-7) 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 17826
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-fa6038ee3f724bdd8fa8594301d1e521Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Methanesulfonyl chloride (4.3 g, 0.037 mol) was added dropwise at 0° C. to a well stirred solution of 2-phenethylamino-ethanol (2.5 g, 0.015 mol, from step (i) above) and triethylamine (4.6 g, 0.045 mol) in dry dichloromethane (50 ml). The reaction mixture was stirred at room temperature for 3 h and quenched with water. The reaction mixture was extracted with dichloromethane. The organic layer was washed with water and brine, dried over sodium sulfate and concentrated. The residue was purified by column chromatography over silica gel using 3% methanol in dichloromethane as eluent to yield (3 g) of compound as a solid. quenched with water The reaction mixture was extracted with dichloromethane The organic layer was washed with water and brine dried over sodium sulfate concentrated The residue was purified by column chromatography over silica gel using 3% methanol in dichloromethane as eluent
Source ID: ord-3bbdfa282bf14babbefc9ffed375c121Conditions: temp:120.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of ethanolamine (10 g, 0.162 mol) and 1-phenylethyl bromide (5 g, 0.027 mol) was stirred at 120° C. for 3 h. The reaction mixture was partitioned between water and dichloromethane. Organic layer was washed with water and brine, dried over sodium sulfate and concentrated. The residue was purified by column chromatography over silica gel using 3% methanol in dichloromethane to afford (2.5 g) of desired product as a solid. The reaction mixture was partitioned between water and dichloromethane Organic layer was washed with water and brine dried over sodium sulfate concentrated The residue was purified by column chromatography over silica gel using 3% methanol in dichloromethane
Source ID: ord-16e3d581b4de45cb974131d6e9d7eb20Conditions: temp:120.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of ethanolamine (10 g, 0.162 mol) and 1-phenylethyl bromide (5 g, 0.027 mol) was stirred at 120° C. for 3 h. The reaction mixture was partitioned between water and dichloromethane. Organic layer was washed with water and brine, dried over sodium sulfate and concentrated. The residue was purified by column chromatography over silica gel using 3% methanol in dichloromethane to afford (2.5 g) of desired product as a solid. The reaction mixture was partitioned between water and dichloromethane Organic layer was washed with water and brine dried over sodium sulfate concentrated The residue was purified by column chromatography over silica gel using 3% methanol in dichloromethane
Source ID: ord-16e3d581b4de45cb974131d6e9d7eb20Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-fa6038ee3f724bdd8fa8594301d1e521Conditions: temp:75.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 2-bromoethyl benzene (2.0 g, 10.8 mmol) and ethanolamine (3.96 g, 64.8 mmol) in ethanol (11 mL) was heated at 75° C. for 16.5 hours at which time LC/MS showed the reaction was complete. The reaction mixture was then concentrated to remove ethanol and the resulting residue was diluted with DCM (100 mL). The organic layer was partitioned with water (100 mL) and the aqueous layer was extracted with DCM (50 mL). The combined organic layers were washed with water (2×5 mL), dried over sodium sulfate, filtered, and concentrated to give the title intermediate as a light yellowish oil (1.5 g). (m/z): [M+H]+ calcd for C10H15NO, 166.13. found, 166.2) 1H NMR (d6-DMSO, 300 MHz) δ (ppm): 7.13-7.29 (m, 5H), 4.4 (br, 1H), 3.42 (t, J=5.7 Hz, 2H), 2.61-2.76 (m, 4H), 2.55-2.59 (t, J=5.7 Hz, 2H), 1.55 (br, 1H). The reaction mixture was then concentrated to remove ethanol the resulting residue was diluted with DCM (100 mL) The organic layer was partitioned with water (100 mL) the aqueous layer was extracted with DCM (50 mL) The combined organic layers were washed with water (2×5 mL) dried over sodium sulfate filtered concentrated
Source ID: ord-12b5dc6ffc0e4477ab396162f33c3533Conditions: temp:75.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 2-bromoethyl benzene (2.0 g, 10.8 mmol) and ethanolamine (3.96 g, 64.8 mmol) in ethanol (11 mL) was heated at 75° C. for 16.5 hours at which time LC/MS showed the reaction was complete. The reaction mixture was then concentrated to remove ethanol and the resulting residue was diluted with DCM (100 mL). The organic layer was partitioned with water (100 mL) and the aqueous layer was extracted with DCM (50 mL). The combined organic layers were washed with water (2×5 mL), dried over sodium sulfate, filtered, and concentrated to give the title intermediate as a light yellowish oil (1.5 g). (m/z): [M+H]+ calcd for C10H15NO, 166.13. found, 166.2) 1H NMR (d6-DMSO, 300 MHz) δ (ppm): 7.13-7.29 (m, 5H), 4.4 (br, 1H), 3.42 (t, J=5.7 Hz, 2H), 2.61-2.76 (m, 4H), 2.55-2.59 (t, J=5.7 Hz, 2H), 1.55 (br, 1H). The reaction mixture was then concentrated to remove ethanol the resulting residue was diluted with DCM (100 mL) The organic layer was partitioned with water (100 mL) the aqueous layer was extracted with DCM (50 mL) The combined organic layers were washed with water (2×5 mL) dried over sodium sulfate filtered concentrated
Source ID: ord-12b5dc6ffc0e4477ab396162f33c3533Conditions: temp:75.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 2-bromoethyl benzene (2.0 g, 10.8 mmol) and ethanolamine (3.96 g, 64.8 mmol) in ethanol (11 mL) was heated at 75° C. for 16.5 hours at which time LC/MS showed the reaction was complete. The reaction mixture was then concentrated to remove ethanol and the resulting residue was diluted with DCM (100 mL). The organic layer was partitioned with water (100 mL) and the aqueous layer was extracted with DCM (50 mL). The combined organic layers were washed with water (2×5 mL), dried over sodium sulfate, filtered, and concentrated to give the title intermediate as a light yellowish oil (1.5 g). (m/z): [M+H]+ calcd for C10H15NO, 166.13. found, 166.2) 1H NMR (d6-DMSO, 300 MHz) δ (ppm): 7.13-7.29 (m, 5H), 4.4 (br, 1H), 3.42 (t, J=5.7 Hz, 2H), 2.61-2.76 (m, 4H), 2.55-2.59 (t, J=5.7 Hz, 2H), 1.55 (br, 1H). The reaction mixture was then concentrated to remove ethanol the resulting residue was diluted with DCM (100 mL) The organic layer was partitioned with water (100 mL) the aqueous layer was extracted with DCM (50 mL) The combined organic layers were washed with water (2×5 mL) dried over sodium sulfate filtered concentrated
Source ID: ord-12b5dc6ffc0e4477ab396162f33c3533Conditions: temp:75.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 2-bromoethyl benzene (2.0 g, 10.8 mmol) and ethanolamine (3.96 g, 64.8 mmol) in ethanol (11 mL) was heated at 75° C. for 16.5 hours at which time LC/MS showed the reaction was complete. The reaction mixture was then concentrated to remove ethanol and the resulting residue was diluted with DCM (100 mL). The organic layer was partitioned with water (100 mL) and the aqueous layer was extracted with DCM (50 mL). The combined organic layers were washed with water (2×5 mL), dried over sodium sulfate, filtered, and concentrated to give the title intermediate as a light yellowish oil (1.5 g). (m/z): [M+H]+ calcd for C10H15NO, 166.13. found, 166.2)1H NMR (d6-DMSO, 300 MHz) δ (ppm): 7.13-7.29 (m, 5H), 4.4 (br, 1H), 3.42 (t, J=5.7 Hz, 2H), 2.61-2.76 (m, 4H), 2.55-2.59 (t, J=5.7 Hz, 2H), 1.55 (br, 1H). The reaction mixture was then concentrated to remove ethanol the resulting residue was diluted with DCM (100 mL) The organic layer was partitioned with water (100 mL) the aqueous layer was extracted with DCM (50 mL) The combined organic layers were washed with water (2×5 mL) dried over sodium sulfate filtered concentrated
Source ID: ord-e78dc77c646049458b68cfcf417b2983Conditions: temp:75.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 2-bromoethyl benzene (2.0 g, 10.8 mmol) and ethanolamine (3.96 g, 64.8 mmol) in ethanol (11 mL) was heated at 75° C. for 16.5 hours at which time LC/MS showed the reaction was complete. The reaction mixture was then concentrated to remove ethanol and the resulting residue was diluted with DCM (100 mL). The organic layer was partitioned with water (100 mL) and the aqueous layer was extracted with DCM (50 mL). The combined organic layers were washed with water (2×5 mL), dried over sodium sulfate, filtered, and concentrated to give the title intermediate as a light yellowish oil (1.5 g). (m/z): [M+H]+ calcd for C10H15NO, 166.13; found, 166.2) 1H NMR (d6-DMSO, 300 MHz) δ (ppm): 7.13-7.29 (m, 5H), 4.4 (br, 1H), 3.42 (t, J=5.7 Hz, 2H), 2.61-2.76 (m, 4H), 2.55-2.59 (t, J=5.7 Hz, 2H), 1.55 (br, 1H). The reaction mixture was then concentrated to remove ethanol the resulting residue was diluted with DCM (100 mL) The organic layer was partitioned with water (100 mL) the aqueous layer was extracted with DCM (50 mL) The combined organic layers were washed with water (2×5 mL) dried over sodium sulfate filtered concentrated
Source ID: ord-bc71e7794a0a4b23852ecbcf361e2ef7Conditions: temp:75.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 2-bromoethyl benzene (2.0 g, 10.8 mmol) and ethanolamine (3.96 g, 64.8 mmol) in ethanol (11 mL) was heated at 75° C. for 16.5 hours at which time LC/MS showed the reaction was complete. The reaction mixture was then concentrated to remove ethanol and the resulting residue was diluted with DCM (100 mL). The organic layer was partitioned with water (100 mL) and the aqueous layer was extracted with DCM (50 mL). The combined organic layers were washed with water (2×5 mL), dried over sodium sulfate, filtered, and concentrated to give the title intermediate as a light yellowish oil (1.5 g). (m/z): [M+H]+ calcd for C10H15NO, 166.13; found, 166.2) 1H NMR (d6-DMSO, 300 MHz) δ (ppm): 7.13-7.29 (m, 5H), 4.4 (br, 1H), 3.42 (t, J=5.7 Hz, 2H), 2.61-2.76 (m, 4H), 2.55-2.59 (t, J=5.7 Hz, 2H), 1.55 (br, 1H). The reaction mixture was then concentrated to remove ethanol the resulting residue was diluted with DCM (100 mL) The organic layer was partitioned with water (100 mL) the aqueous layer was extracted with DCM (50 mL) The combined organic layers were washed with water (2×5 mL) dried over sodium sulfate filtered concentrated
Source ID: ord-eff0911c74034396b21f71ba8be36472Conditions: temp:75.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 2-bromoethyl benzene (2.0 g, 10.8 mmol) and ethanolamine (3.96 g, 64.8 mmol) in ethanol (11 mL) was heated at 75° C. for 16.5 hours at which time LC/MS showed the reaction was complete. The reaction mixture was then concentrated to remove ethanol and the resulting residue was diluted with DCM (100 mL). The organic layer was partitioned with water (100 mL) and the aqueous layer was extracted with DCM (50 mL). The combined organic layers were washed with water (2×5 mL), dried over sodium sulfate, filtered, and concentrated to give the title intermediate as a light yellowish oil (1.5 g). (m/z): [M+H]+ calcd for C10H15NO, 166.13; found, 166.2) 1H NMR (d6-DMSO, 300 MHz) δ (ppm): 7.13-7.29 (m, 5H), 4.4 (br, 1H), 3.42 (t, J=5.7 Hz, 2H), 2.61-2.76 (m, 4H), 2.55-2.59 (t, J=5.7 Hz, 2H), 1.55 (br, 1H). The reaction mixture was then concentrated to remove ethanol the resulting residue was diluted with DCM (100 mL) The organic layer was partitioned with water (100 mL) the aqueous layer was extracted with DCM (50 mL) The combined organic layers were washed with water (2×5 mL) dried over sodium sulfate filtered concentrated
Source ID: ord-e71607e05b464d54af9bb772df76e37cPubChem References
These sources are listed in the compound's public database record.
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