Reaction #4072496
Related Literature (1)
openreactiondata ↗doi:10.1039/C8SC04228D
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-da1e131b41f844bbad10d7b297d0c77aNo renderable structure data available
CNCCOC1=CC=CC=C1Chemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | N-methyl-2-phenoxyethanamine |
|---|---|
| IUPAC Name | — |
| CAS Number | 37421-04-8 |
| Database ID | 37732 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
N-methyl-2-phenoxyethanamine (CAS 37421-04-8) 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 37732
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-da1e131b41f844bbad10d7b297d0c77aConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-6f89b739071941e29b5ff6497a5ec854Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-3673390701474c608a328081af66d54fConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-351974a4f3fe42df9d0ff3470b109f43Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The title compound is prepared from [3-(7,8-dimethoxy-1,3,4,5-tetrahydro-2H-3-benzazepin-2-on-3-yl)-1-chloropropane and N-(2-phenyloxyethyl)-methylamine analogously to Example 1.
Source ID: ord-bda7821ca2984c20b963a326f30972c6Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Here, 3-(7,8-dimethoxy-1,3,4,5-tetrahydro-2H-3-benzazepin-2-on-3-yl)-1-chloropropane (18.5 g, 0.0623 mol) is heated to 110° C. for 2 hours in an autoclave with N-(2-phenyloxyethyl)-methylamine (10.3 g, 0.0623 mol) and triethylamine (8.7 ml, 0.062 mol). After cooling, the reaction mixture is distributed between methylene chloride and water, the organic phase is separated off, dried over sodium sulfate and concentrated by evaporation. The residue is purified by chromatography on silica gel (eluant: methylene chloride/methanol=9/1). The base thus obtained is converted into the hydrochloride in the usual way. After cooling the organic phase is separated off dried over sodium sulfate concentrated by evaporation The residue is purified by chromatography on silica gel (eluant: methylene chloride/methanol=9/1) The base thus obtained
Source ID: ord-2d69c7ab274f447fbc0291f2e552fe3bConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 2,3-dichloropyrazine (6.64 g, 44.6mmol) and N-methyl-N-(2-phenoxyethyl)amine* (4.5 g, 29.8 mmol) in DMF (5 mL) was placed in a sealed Pyrex tube and heated in a microwave oven (Labwell MW10) for 1×2 min followed by 2×1 min at 75W. The mixture was concentrated and the resulting oil was purified by column chromatography on silica using hexane/EtOAc (95:5 followed by 93:7) to give 5.56 g (71%) of the title product as a colorless oil. HRMS m/z calcd for C13H14ClN3O (M)+ 263.0825, found 263.0824. was placed in a sealed Pyrex tube heated in a microwave oven (Labwell MW10) for 1×2 min The mixture was concentrated the resulting oil was purified by column chromatography on silica
Source ID: ord-89a45d0b181542c0aa582a8ccf5b6b23Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 2,3-dichloropyrazine (6.64 g, 44.6mmol) and N-methyl-N-(2-phenoxyethyl)amine* (4.5 g, 29.8 mmol) in DMF (5 mL) was placed in a sealed Pyrex tube and heated in a microwave oven (Labwell MW10) for 1×2 min followed by 2×1 min at 75W. The mixture was concentrated and the resulting oil was purified by column chromatography on silica using hexane/EtOAc (95:5 followed by 93:7) to give 5.56 g (71%) of the title product as a colorless oil. HRMS m/z calcd for C13H14ClN3O (M)+ 263.0825, found 263.0824. was placed in a sealed Pyrex tube heated in a microwave oven (Labwell MW10) for 1×2 min The mixture was concentrated the resulting oil was purified by column chromatography on silica
Source ID: ord-89a45d0b181542c0aa582a8ccf5b6b23Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 2,3-dichloropyrazine (6.64 g, 44.6mmol) and N-methyl-N-(2-phenoxyethyl)amine* (4.5 g, 29.8 mmol) in DMF (5 mL) was placed in a sealed Pyrex tube and heated in a microwave oven (Labwell MW10) for 1×2 min followed by 2×1 min at 75W. The mixture was concentrated and the resulting oil was purified by column chromatography on silica using hexane/EtOAc (95.5 followed by 93:7) to give 5.56 g (71%) of the title product as a colorless oil. HRMS m/z calcd for C13H14ClN3O (M)+263.0825, found 263.0824 was placed in a sealed Pyrex tube heated in a microwave oven (Labwell MW10) for 1×2 min The mixture was concentrated the resulting oil was purified by column chromatography on silica
Source ID: ord-1d7a6570f3cb47b28ccc4441cc616070Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The title compound is prepared from [3-(7,8-dimethoxy-1,3,4,5-tetrahydro-2H-3-benzazepin-2-on-3-yl)-1-chloropropane and N-(2-phenyloxyethyl)-methylamine analogously to Example 1.
Source ID: ord-bda7821ca2984c20b963a326f30972c6Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Here, 3-(7,8-dimethoxy-1,3,4,5-tetrahydro-2H-3-benzazepin-2-on-3-yl)-1-chloropropane (18.5 g, 0.0623 mol) is heated to 110° C. for 2 hours in an autoclave with N-(2-phenyloxyethyl)-methylamine (10.3 g, 0.0623 mol) and triethylamine (8.7 ml, 0.062 mol). After cooling, the reaction mixture is distributed between methylene chloride and water, the organic phase is separated off, dried over sodium sulfate and concentrated by evaporation. The residue is purified by chromatography on silica gel (eluant: methylene chloride/methanol=9/1). The base thus obtained is converted into the hydrochloride in the usual way. After cooling the organic phase is separated off dried over sodium sulfate concentrated by evaporation The residue is purified by chromatography on silica gel (eluant: methylene chloride/methanol=9/1) The base thus obtained
Source ID: ord-2d69c7ab274f447fbc0291f2e552fe3bConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-da1e131b41f844bbad10d7b297d0c77aPubChem References
These sources are listed in the compound's public database record.
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