HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzyl Bromide → HCID 67170201, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzyl Bromide | HCID 7498 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3-Acetoxy-4-hydroxy-benzoic acid ethyl ester | HCID 67170173 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 67170201 | HCID 67170201 | 74.9% |
Reaction Steps
The compound of step 1 of example 252 (20 g, 89.2 mmol) was dissolved in DMF (100 ml) and cooled in an ice bath. Potassium carbonate (18.4 g, 134 mmol) and, immediately thereafter, benzyl bromide (15.2 g, 89.2 mmol) were added. The mixture was stirred for 30 min at room temperature, filtered into a mixture of 2 N hydrochloric acid and diethyl ether. The solid was washed repeatedly with diethyl ether. The combined ethereal phases were washed with water, dried over sodium chloride, decanted and evaporated to dryness. The residue was purified by silica gel chromatography (HEP/EA gradient) to yield 21 g of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09328071B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-ced6d947ce9b4c64addb92c9a85f1960 |
| Source note | uspto-grants-2016_05 |