HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 15034359, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Phenyl glycidyl ether | HCID 31217 | — |
| Reactant | Phenol, 4-(2-((phenylmethyl)amino)ethyl)-, hydrochloride | HCID 3042571 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | HCID 15034359 | HCID 15034359 | 88.7% |
Reaction Steps
A mixture of phenylglycidyl ether (8.0 g), N-benzyltyramine hydrochloride (13.0 g) and triethylamine (7.5 ml) in isopropanol (200 ml) was heated to reflux for 3hours. The solvent was evaporated and toluene was added to the residue. Volatile material was evaporated. The residue was purified by chromatography on K60 silica (300 g) using a gradient mixture of methanol in dichloromethane (1 to 2% methanol). Thus was obtained 4-[2-(N-benzyl-N-(2-hydroxy-3-phenoxypropyl)amino)ethyl]phenol (16.5 g) as an oil which slowly crystallised, m.p. 103°-5° C.: NMR: 2.55-2.85[m,6H, CHCH2NHCH2CH2 ]; 3.65-4.05 [m,5H, PhOCH2CHOH +PhCH2 ]; 6.65-7.4[m,14H, aromatic H].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04999377 |
| Source dataset | uspto-grants-1991_03 |
| ORD ID | ord-b8cc23800e474d20a7d87ffc089cbf50 |
| Source note | uspto-grants-1991_03 |