Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzyl Bromide | HCID 7498 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 18977619 | HCID 18977619 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 18970178 | HCID 18970178 | — |
Reaction Steps
Sodium hydride (60% oil dispersion, 2.1 g, 53 mmol) is added in portions to a solution of dimethyl 3-(hydroxymethyl)cyclobutane-1,1-dicarboxylate (51), benzyl bromide, and n-tetrabutylammonium iodide in dry DMF at 25° C. (Step 47). The mixture is stirred for 1 hr at 65° C., poured onto ice and then extracted with ether (2×50 mL). The combined ether extract is washed with water (3×50 mL) and dried over MgSO4. Chromatography on silica gel.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US05808146 |
|---|
| Source dataset | uspto-grants-1998_09 |
|---|
| ORD ID | ord-544a2c4bdc8d4ec8a6a5686ac499343c |
|---|
| Source note | uspto-grants-1998_09 |
|---|