HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 3-(2-Trifluoromethyl-benzyloxy)-pyridin-2-ylamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 2-Amino-3-Hydroxypyridine | HCID 28114 | — |
| Reactant | 1-(Chloromethyl)-2-(trifluoromethyl)benzene | HCID 89028 | — |
| Catalyst | Trioctylmethylammonium chloride | HCID 21218 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Sodium Hydroxide | HCID 14798 | — |
| Product | 3-(2-Trifluoromethyl-benzyloxy)-pyridin-2-ylamine | HCID 14368402 | 72.5% |
Reaction Steps
A mixture of 2-trifluoromethylbenzyl chloride (50 g, 0.257 mol) and 2-amino-3hydroxypyridine (25.2 g, 0.233 mol) in 40% aqueous sodium hydroxide solution (200 ml) and dichloromethane (200 ml) was treated with Adogen 464 (5 ml) and stirred vigorously at room temperature for 16 hours. A further 200 ml of water was added and the product extracted into dichloromethane, dried, and the solvent evaporated to obtain the product (45.3 g, 66%), m.p. 105°-110° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05409943 |
| Source dataset | uspto-grants-1995_04 |
| ORD ID | ord-b8df26b004574a90b0028dcadb967c0b |
| Source note | uspto-grants-1995_04 |