HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → N,N-Dimethyl-3-{2-[4-(2-methoxyphenyl)butyl]phenoxy}propylamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 3-(Dimethylamino)propyl chloride hydrochloride | HCID 94308 | — |
| Reactant | 2-[4-(2-Methoxyphenyl)butyl]phenol | HCID 19423979 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | N,N-Dimethyl-3-{2-[4-(2-methoxyphenyl)butyl]phenoxy}propylamine | HCID 19423881 | 85.2% |
Reaction Steps
Following a procedure similar to that described in Example 2(a), 200 mg of 2-[4-(2-methoxyphenyl)butyl]phenol (prepared as described in Preparation 4), 75 mg of sodium hydride (as a 55% w/w dispersion in mineral oil) and 0.14 g of 3-dimethylaminopropyl chloride hydrochloride were reacted in 20 ml of dimethylacetamide. The crude product, extracted as described in Example 2(a), was purified by column chromatography through silica gel, using a 10:1 by volume mixture of methylene chloride and methanol as the eluent, to give 227 mg (yield 85%) of the title compound as pale yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05556864 |
| Source dataset | uspto-grants-1996_09 |
| ORD ID | ord-79e7a6ecc7db4a0083533a7b5786e19a |
| Source note | uspto-grants-1996_09 |