HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzyl Bromide → 7-benzyl-3,7-dihydro-6h-purin-6-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzyl Bromide | HCID 7498 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | (2R,3S,4R,5R)-2-(hydroxymethyl)-5-(6-hydroxypurin-9-yl)oxolane-3,4-diol | HCID 178521066 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 7-benzyl-3,7-dihydro-6h-purin-6-one | HCID 135452693 | — |
Reaction Steps
18.23 g of inosine was dissolved in 90 ml of dimethyl sulfoxide, and 16 ml of benzyl bromide was added thereto. The mixture was stirred at room temperature overnight. The reaction solution was poured into 3 L of ethyl acetate. The resulting supernatant was removed and the precipitated oil was dissolved in 10% hydrochloric acid (135 ml). The solution was heated at 70° C. with stirring for 4 hours. The solution was cooled to room temperature, and then neutralized to pH 7 using a 5N aqueous sodium hydroxide solution. The precipitated solid was collected by filtration, and dried to give 12.748 g of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07772226B2 |
| Source dataset | uspto-grants-2010_08 |
| ORD ID | ord-c7ae9daf44f648b192c4740730bd945a |
| Source note | uspto-grants-2010_08 |