HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → N-{3-hydroxy-6-(2-hydroxyethoxy)-2,4,5-trimethylbenzyl}-N-methyl-2-(2-isopropyl-5-methylphenoxy)ethylamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | N-methyl-2-(2-isopropyl-5-methylphenoxy)ethylamine | HCID 19957700 | — |
| Reactant | 3-Hydroxy-6-(2-hydroxyethoxy)-2,4,5-trimethylbenzyl chloride | HCID 19957708 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N-{3-hydroxy-6-(2-hydroxyethoxy)-2,4,5-trimethylbenzyl}-N-methyl-2-(2-isopropyl-5-methylphenoxy)ethylamine | HCID 19957701 | 60.5% |
Reaction Steps
Triethylamine (2.1 ml) was added dropwise to a solution of 3-hydroxy-6-(2-hydroxyethoxy)-2,4,5-trimethylbenzyl chloride (2.45 g) and N-methyl-2-(2-isopropyl-5-methylphenoxy)ethylamine (2.07 g) in N,N-dimethylformamide (30 ml), and the mixture was stirred at room temperature for 16 hours. The reaction mixture was poured on ice water and extracted with ethyl acetate. The obtained extract was purified by silica gel column chromatography (eluent; ethyl acetate/benzene=1/1) and recrystallized from methanol-water to give 2.51 g of the title compound (colorless needle crystals).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05624961 |
| Source dataset | uspto-grants-1997_04 |
| ORD ID | ord-82b9c8b2bc9d4630a05705aa8234b737 |
| Source note | uspto-grants-1997_04 |