HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 12050153, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Azide | HCID 33558 | — |
| Reactant | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Reactant | (R)-1-(4-Fluorophenyl)ethanol | HCID 852998 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 12050153 | HCID 12050153 | 90.1% |
Reaction Steps
To a cooled solution (−15° C.) of the product of Step 1 (23.5 g, 0.168 mol) in toluene (300 ml) was added diphenylphosporyl azide (55.4 g, 0.395 mol) followed by DBU (30.4 ml, 0.2 mol). After stirring overnight, the resulting biphasic solution was poured into 500 ml 1 N HCl. The aqueous layer was extracted with toluene and the combined organic layers were washed with water, 1 N HCl and dried over Na2SO4. After removal of solvent, 25 g of crude product was obtained and was carried on to next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06458812B1 |
| Source dataset | uspto-grants-2002_10 |
| ORD ID | ord-f9c57a16e6744b1d9d26a797e2c84f5c |
| Source note | uspto-grants-2002_10 |