HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 86751264, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Pivaloyl chloride | HCID 62493 | — |
| Reactant | HCID 86751263 | HCID 86751263 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86751264 | HCID 86751264 | 84.3% |
Reaction Steps
To a solution of 0.5 g of 5-(1-hydroxy-2'-trifluoromethylbenzyl)-pyrimidine (produced according to Example 7) in 15 ml THF at room temperature, 0.2 g of NaH (80%) were added. Gas evolution was observed. After 30 minutes, 0.4 g of trimethylacetyl chloride were added to the reaction mixture and gas evolution was again observed. After 3 hours of stirring, the reaction mixture was worked up with water and the organic materials extracted with diethyl ether. The organic layer was dried (MgSO4), filtered and concentrated to a yellow oil. Elution on a silica gel column with a 1:1 mixture of diethyl ether and hexane yielded 0.56 g of 5-(1-trimethylacetoxy-2'-trifluoromethylbenzyl)-pyrimidine.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05672567 |
| Source dataset | uspto-grants-1997_09 |
| ORD ID | ord-7372cecb24274e3aa6b8c30a51ca8482 |
| Source note | uspto-grants-1997_09 |