HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 2-(3-Benzyloxyphenyl)-5-hydroxypyrimidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | 2-(3-Benzyloxyphenyl)-5-bromopyrimidine | HCID 19386226 | — |
| Catalyst | Sulfur | HCID 5362487 | — |
| Solvent | Ethylene Glycol | HCID 174 | — |
| Product | 2-(3-Benzyloxyphenyl)-5-hydroxypyrimidine | HCID 19386229 | 80.5% |
Reaction Steps
A solution of 4.76 g (85.3 mmol) of potassium hydroxide in 20 ml of ethylene glycol is added dropwise over the course of 2 hours at 180° C. to 7.26 g (21.3 mmol) of 2-(3-benzyloxyphenyl)-5-bromopyrimidine and 0.035 g (1.08 mmol) of sulfur in 60 ml of ethylene glycol. The mixture is kept at 180° C. for a further 3 hours, poured into water and acidified by means of 37% strength hydrochloric acid, and the solid which precipitates is isolated by filtration. Purification by chromatography (silica gel/hexane: ethyl acetate=32) gives 4.77 g of 2-(3-benzyloxyphenyl)-5-hydroxypyrimidine. ##STR28##
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05447656 |
| Source dataset | uspto-grants-1995_09 |
| ORD ID | ord-c620392374114fb480d4544d161143b6 |
| Source note | uspto-grants-1995_09 |