Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-(Chloroethoxy)ethanol | HCID 12361 | — |
| Reactant | 2-(2-Amino-phenoxy)-ethanol | HCID 12538880 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 23293447 | HCID 23293447 | 53% |
Reaction Steps
6 g (39.17 mmol) 2-(2-hydroxyethoxy)aniline A3, 5 ml (5.85 g, 47 mmol) 2-(2-chloroethoxy)ethanol and 8.19 ml (5.95 g, 58.75 mmol) triethylamine were dissolved in 20 ml dimethylformamide and stirred for 4 days at 90° C. After cooling, the solution was filtered, the precipitate washed with dichioromethane and the filtrate concentrated in vacuo. The residue was taken up in chloroform and washed twice with a small quantity of water. The chloroform solution was then dried over sodium sulfate and concentrated. The viscous crude product was purified by column chromatography on silica gel 60 with toluene/acetone 1:2 as the mobile phase. 5 g of brown, viscous oil were obtained; yield 53%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06001999 |
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| Source dataset | uspto-grants-1999_12 |
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| ORD ID | ord-111923b33764491498c2cd2aa3710dab |
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| Source note | uspto-grants-1999_12 |
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