HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 1-[2-(4-{2-[2-(E)-(4-Difluoromethoxy-phenyl)-vinyl]-oxazol-4-ylmethoxy}-benzyloxy)-ethyl]-1H-[1,2,3]triazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4-(2-[1,2,3]Triazol-1-yl-ethoxymethyl)-phenol | HCID 21075895 | — |
| Reactant | 4-(Chloromethyl)-2-{2-[4-(difluoromethoxy)phenyl]ethenyl}-1,3-oxazole | HCID 69112574 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1-[2-(4-{2-[2-(E)-(4-Difluoromethoxy-phenyl)-vinyl]-oxazol-4-ylmethoxy}-benzyloxy)-ethyl]-1H-[1,2,3]triazole | HCID 11213520 | 60.1% |
Reaction Steps
23 mg (0.91 mmol) 95% Sodium hydride were given to a solution of 200 mg (0.91 mmol) 4-(2-[1,2,3]triazol-1-yl-ethoxymethyl)-phenol in 5.0 ml DMF and stirred for 15 min. 260 mg (0.91 mmol) 4-chloromethyl-2-[2-(4-difluoromethoxy-phenyl)-vinyl]-oxazole were added and stirring continued at r.t. for 12 h. After addition of 20 ml water the resulting precipitate was collected, washed with water (2×10 ml), methanol/water 1:1 (2×10 ml), a small amount of diethyl ether and dried in vacuo at 40° C. to yield 256 mg (60%) of the product as beige powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07432291B2 |
| Source dataset | uspto-grants-2008_10 |
| ORD ID | ord-c9f6274b14e54eeebaddb2ba81e51cd4 |
| Source note | uspto-grants-2008_10 |