Reaction #4101052
Related Literature (1)
openreactiondata ↗doi:10.1039/C8SC04228D
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-b90ee28cc02545549ed631e889b30ba2No renderable structure data available
C=CCCCCCNChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | hept-6-en-1-amine |
|---|---|
| IUPAC Name | — |
| CAS Number | 151626-26-5 |
| Database ID | 12878168 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
hept-6-en-1-amine (CAS 151626-26-5) 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 12878168
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-b90ee28cc02545549ed631e889b30ba2Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of compound 76 (12 g, 0.08 mol), K2CO3 (11 g, 0.08 mol) in dry DMF (200 mL) was stirred for 15 min at RT. To this was added MeI (13.6 g, 0.096 mol) and the mixture was stirred for 4 h at RT. The reaction mixture was diluted with water (800 mL), extracted with 30% ethyl acetate in pet. ether (3×300 mL). The combined organic layers were washed with water and brine, dried and concentrated to give a crude product. The crude product was washed with pet. ether to give pure title compound (12 g, 93%). the mixture was stirred for 4 h at RT extracted with 30% ethyl acetate in pet. ether (3×300 mL) The combined organic layers were washed with water and brine dried concentrated to give a crude product The crude product was washed with pet. ether
Source ID: ord-8b5a2055fedf49c38c4f624824d8b8e6Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of hept-6-enylamine (2.0 g, 13.4 mmol) and anisaldehyde (1.79 mL, 14.7 mmol) in EtOH (50 mL) was stirred at room temperature for 1 h. Then, NaBH4 (556 mg, 14.7 mmol) was added at 0° C. under nitrogen. The resulting solution was allowed to warm up to room temperature for 4 h. Then, the reaction mixture was partitioned between ice-cold water and CH2Cl2, washed with brine, dried (Na2SO4) and evaporated. The residue was purified by chromatography (gradient AcOEt/CH2Cl2 0:1 to 2:8, then CH2Cl2/MeOH 9:1) to give 1.8 g (34%) of the title product 86 as a colorless oil: m/z=234 (M+H)+. Then, the reaction mixture was partitioned between ice-cold water and CH2Cl2 washed with brine dried (Na2SO4) evaporated The residue was purified by chromatography (gradient AcOEt/CH2Cl2 0:1 to 2:8
Source ID: ord-8ca789d3b89941e3b2a62c56850ebd66Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of compound 76 (12 g, 0.08 mol), K2CO3 (11 g, 0.08 mol) in dry DMF (200 mL) was stirred for 15 min at RT. To this was added MeI (13.6 g, 0.096 mol) and the mixture was stirred for 4 h at RT. The reaction mixture was diluted with water (800 mL), extracted with 30% ethyl acetate in pet. ether (3×300 mL). The combined organic layers were washed with water and brine, dried and concentrated to give a crude product. The crude product was washed with pet. ether to give pure title compound (12 g, 93%). the mixture was stirred for 4 h at RT extracted with 30% ethyl acetate in pet. ether (3×300 mL) The combined organic layers were washed with water and brine dried concentrated to give a crude product The crude product was washed with pet. ether
Source ID: ord-1f3864484206448f97d086553f954f1fConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of hept-6-enylamine (2.0 g, 13.4 mmol) and anisaldehyde (1.79 mL, 14.7 mmol) in EtOH (50 mL) was stirred at room temperature for 1 h. Then, NaBH4 (556 mg, 14.7 mmol) was added at 0° C. under nitrogen. The resulting solution was allowed to warm up to room temperature for 4 h. Then, the reaction mixture was partitioned between ice-cold water and CH2Cl2, washed with brine, dried (Na2SO4) and evaporated. The residue was purified by chromatography (gradient AcOEt/CH2Cl2 0:1 to 2:8, then CH2Cl2/MeOH 9:1) to give 1.8 g (34%) of the title product 86 as a colorless oil: m/z=234 (M+H)+. Then, the reaction mixture was partitioned between ice-cold water and CH2Cl2 washed with brine dried (Na2SO4) evaporated The residue was purified by chromatography (gradient AcOEt/CH2Cl2 0:1 to 2:8
Source ID: ord-80bad6fcc20a49ec8c60e9f5c5b6ae0aConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of compound 76 (12 g, 0.08 mol), K2CO3 (11 g, 0.08 mol) in dry DMF (200 mL) was stirred for 15 min at RT. To this was added MeI (13.6 g, 0.096 mol) and the mixture was stirred for 4 h at RT. The reaction mixture was diluted with water (800 mL), extracted with 30% ethyl acetate in pet. ether (3×300 mL). The combined organic layers were washed with water and brine, dried and concentrated to give a crude product. The crude product was washed with pet. ether to give pure title compound (12 g, 93%). the mixture was stirred for 4 h at RT extracted with 30% ethyl acetate in pet. ether (3×300 mL) The combined organic layers were washed with water and brine dried concentrated to give a crude product The crude product was washed with pet. ether
Source ID: ord-25eb7f443b774ff5ad976f1a6564e52eConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of hept-6-enylamine (2.0 g, 13.4 mmol) and anisaldehyde (1.79 mL, 14.7 mmol) in EtOH (50 mL) was stirred at room temperature for 1 h. Then, NaBH4 (556 mg, 14.7 mmol) was added at 0° C. under nitrogen. The resulting solution was allowed to warm up to room temperature for 4 h. Then, the reaction mixture was partitioned between ice-cold water and CH2Cl2, washed with brine, dried (Na2SO4) and evaporated. The residue was purified by chromatography (gradient AcOEt/CH2Cl2 0:1 to 2:8, then CH2Cl2/MeOH 9:1) to give 1.8 g (34%) of the title product 86 as a colorless oil: m/z=234 (M+H)+. Then, the reaction mixture was partitioned between ice-cold water and CH2Cl2 washed with brine dried (Na2SO4) evaporated The residue was purified by chromatography (gradient AcOEt/CH2Cl2 0:1 to 2:8
Source ID: ord-c4e3233385f64846a4491a6552ffcb67Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of compound 76 (12 g, 0.08 mol), K2CO3 (11 g, 0.08 mol) in dry DMF (200 mL) was stirred for 15 min at RT. To this was added MeI (13.6 g, 0.096 mol) and the mixture was stirred for 4 h at RT. The reaction mixture was diluted with water (800 mL), extracted with 30% ethyl acetate in pet. ether (3×300 mL). The combined organic layers were washed with water and brine, dried and concentrated to give a crude product. The crude product was washed with pet. ether to give pure title compound (12 g, 93%). the mixture was stirred for 4 h at RT extracted with 30% ethyl acetate in pet. ether (3×300 mL) The combined organic layers were washed with water and brine dried concentrated to give a crude product The crude product was washed with pet. ether
Source ID: ord-b3dda518b68447feb66821f0ad349f3eConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of hept-6-enylamine (2.0 g, 13.4 mmol) and anisaldehyde (1.79 mL, 14.7 mmol) in EtOH (50 mL) was stirred at room temperature for 1 h. Then, NaBH4 (556 mg, 14.7 mmol) was added at 0° C. under nitrogen. The resulting solution was allowed to warm up to room temperature for 4 h. Then, the reaction mixture was partitioned between ice-cold water and CH2Cl2, washed with brine, dried (Na2SO4) and evaporated. The residue was purified by chromatography (gradient AcOEt/CH2Cl2 0:1 to 2:8, then CH2Cl2/MeOH 9:1) to give 1.8 g (34%) of the title product 86 as a colorless oil: m/z=234 (M+H)+. Then, the reaction mixture was partitioned between ice-cold water and CH2Cl2 washed with brine dried (Na2SO4) evaporated The residue was purified by chromatography (gradient AcOEt/CH2Cl2 0:1 to 2:8
Source ID: ord-d56a9d8fd89c4d05b1884af30e1ecc3fConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of compound 76 (12 g, 0.08 mol), K2CO3 (11 g, 0.08 mol) in dry DMF (200 mL) was stirred for 15 min at RT. To this was added MeI (13.6 g, 0.096 mol) and the mixture was stirred for 4 h at RT. The reaction mixture was diluted with water (800 mL), extracted with 30% ethyl acetate in pet. ether (3×300 mL). The combined organic layers were washed with water and brine, dried and concentrated to give a crude product. The crude product was washed with pet. ether to give pure title compound (12 g, 93%). the mixture was stirred for 4 h at RT extracted with 30% ethyl acetate in pet. ether (3×300 mL) The combined organic layers were washed with water and brine dried concentrated to give a crude product The crude product was washed with pet. ether
Source ID: ord-8b5a2055fedf49c38c4f624824d8b8e6Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of hept-6-enylamine (2.0 g, 13.4 mmol) and anisaldehyde (1.79 mL, 14.7 mmol) in EtOH (50 mL) was stirred at room temperature for 1 h. Then, NaBH4 (556 mg, 14.7 mmol) was added at 0° C. under nitrogen. The resulting solution was allowed to warm up to room temperature for 4 h. Then, the reaction mixture was partitioned between ice-cold water and CH2Cl2, washed with brine, dried (Na2SO4) and evaporated. The residue was purified by chromatography (gradient AcOEt/CH2Cl2 0:1 to 2:8, then CH2Cl2/MeOH 9:1) to give 1.8 g (34%) of the title product 86 as a colorless oil: m/z=234 (M+H)+. Then, the reaction mixture was partitioned between ice-cold water and CH2Cl2 washed with brine dried (Na2SO4) evaporated The residue was purified by chromatography (gradient AcOEt/CH2Cl2 0:1 to 2:8
Source ID: ord-8ca789d3b89941e3b2a62c56850ebd66Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of compound 76 (12 g, 0.08 mol), K2CO3 (11 g, 0.08 mol) in dry DMF (200 mL) was stirred for 15 min at RT. To this was added MeI (13.6 g, 0.096 mol) and the mixture was stirred for 4 h at RT. The reaction mixture was diluted with water (800 mL), extracted with 30% ethyl acetate in pet. ether (3×300 mL). The combined organic layers were washed with water and brine, dried and concentrated to give a crude product. The crude product was washed with pet. ether to give pure title compound (12 g, 93%). the mixture was stirred for 4 h at RT extracted with 30% ethyl acetate in pet. ether (3×300 mL) The combined organic layers were washed with water and brine dried concentrated to give a crude product The crude product was washed with pet. ether
Source ID: ord-1f3864484206448f97d086553f954f1fPubChem References
These sources are listed in the compound's public database record.
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