HuagongsheHuagongshe Chemistry Print Report · For research reference only
Glycidol → HCID 86713094, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Glycidol | HCID 11164 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2(1H)-Pyrimidinone | HCID 68401 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Sodium chloride; water | HCID 57417360 | — |
| Product | HCID 86713094 | HCID 86713094 | 30% |
Reaction Steps
A solution of 2 (1H)-pyrimidinone (0.61 g, 4 mmol) and glycidol (0.30 g, 4 mmol) in DMF (10 mL) was added dropwise to a stirred suspension of NaH (0.14 g, 6 mmol) in DMF (5 mL). The reaction mixture is stirred at r. t. until the reagents disappeared (TLC). The reaction mixture is taken up with brine and extracted with EtOAc (3×20 mL). The organic phases are separated, dried over Na2SO4 and evaporated under reduced pressure. The crude residue was chromatographed (Petroleum ether/AcOEt, 1:1, as eluent) to afford pure compound in 30% yield. 1H NMR (CDCl3): δ 2.60-2.70 (m, 2H), 3.16 (m, 1H), 3.89-4.04 (m, 2H), 4.17-4.28 (m, 1H), 4.50-4.65 (m, 1H), 7.00 (t, 1H, J=7.4 Hz), 8.56 (d, 2H, J=4.9 Hz).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09260400B2 |
| Source dataset | uspto-grants-2016_02 |
| ORD ID | ord-61ea3afe8bb44b7eb569ac99f682da38 |
| Source note | uspto-grants-2016_02 |