HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dibenzylamine → HCID 71254443, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dibenzylamine | HCID 7656 | — |
| Reactant | Trimethylsilyl cyanide | HCID 82115 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 3-Oxotetrahydrofuran | HCID 529392 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 71254443 | HCID 71254443 | 9.3% |
Reaction Steps
To a cooled solution of dibenzylamine (31.9 g, 162 mmol) in acetic acid (100 mL) at 0° C., dihydrofuran-3(2H)-one (7.0 g, 81 mmol) was added followed by trimethylsilyl-formonitrile (14.4 g, 145.8 mmol). After being stirred at room temperature for 16 hours, the reaction mixture was poured into water (100 mL), adjusted to pH 7 with sodium bicarbonate, exacted with ethyl acetate (100 mL×2). The combined organic layers were washed with brine (150 mL), dried over sodium sulfate and concentrated in vacuo. The residue was purified by column chromatography to afford 2.2 g of the desired product (yield was 9.28%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08871756B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-f62d86c3347548a08ae54bc166b89069 |
| Source note | uspto-grants-2014_10 |