HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → N-(2-fluoro-4-methylphenyl)valine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1-(Bromomethyl)-3-phenoxybenzene | HCID 94544 | — |
| Reactant | alpha-(2-Fluoro-4-methylphenylamino)isovaleric acid | HCID 20482718 | — |
| Reactant | NaOH ether | HCID 86719931 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Hexamethylphosphoramide | HCID 12679 | — |
| Product | N-(2-fluoro-4-methylphenyl)valine | HCID 54059120 | — |
Reaction Steps
To a mixture of 5.15 mmole of α-(2-fluoro-4-methylphenylamino)isovaleric acid, potassium carbonate (6.44 mmole), 4 ml of HMPT and 3 ml of THF, stirred, is added 5.13 mmole of m-phenoxybenzyl bromide. The reaction is stirred overnight at RT. The reaction is poured into 5% sodium hydroxide/ether, extracted with water (2×) and then washed with water (2×), dried over sodium sulfate and rotoevaporated under vacuum. The crude product is subjected to preparatory TLC eluting with 10% ether/hexane to give m-phenoxybenzyl ester of N-(2-fluoro-4-methylphenyl)valine.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04411912 |
| Source dataset | uspto-grants-1983_10 |
| ORD ID | ord-94c67970570446f380dfa6497a4936ed |
| Source note | uspto-grants-1983_10 |