HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → HCID 67541677, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Ethyl Acrylate | HCID 8821 | — |
| Reactant | Benzyltrimethylammonium hydroxide | HCID 66854 | — |
| Reactant | 1,3-Dihydro-1-(1-methylvinyl)-2H-benzimidazol-2-one | HCID 100278 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 67541677 | HCID 67541677 | 76% |
Reaction Steps
To a solution of 1-Isopropenyl-2-benzimidazolidinone (2.5 g, 14.4 mmol) in DMF (10 mL) were added ethyl acrylate (1.7 mL, 15.8 mmol) and benzyltrimethyl ammonium hydroxide in MeOH (1.4 g, 8.6 mmol). The resulting mixture was stirred at room temperature for 1.5 h. When the reaction was complete, the reaction mixture was diluted with ethyl acetate and washed with water (×4). The organic phase was dried over Na2SO4 and concentrated. The resulting residue was purified by silica gel prep TLC using 1:1 Hexanes:Ethyl acetate as an eluent to afford 3.0 g (76%) of the desired product along with methyl ester. Since the methyl ester was the major product, this product was used for the next reaction.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09150556B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-d66fc98384b44672aac69269af99f6d7 |
| Source note | uspto-grants-2015_10 |