HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 36099-25-9
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | Methyl 4-(2-bromoacetyl)benzoate | HCID 13612771 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 36099-25-9 | HCID 14795714 | 90.3% |
Reaction Steps
To a stirred solution of methyl 4-(2-bromoacetyl)benzoate (0.59 g, 2.3 mmol) in MeOH (6 mL) at 0° C. was added NaBH4 (92 mg, 2.4 mmol) in portions. The cooling bath was removed and the mixture was stirred at room temperature for 1 h. K2CO3 (317 mg, 2.30 mmol) was added and the mixture was stirred at room temperature for 72 h. The mixture was poured into water and was extracted with Et2O (3×). The organics were combined, washed with water, brine, dried (MgSO4) and evaporated to dryness to give methyl 4-(oxiran-2-yl)benzoate (370 mg, 90%) as a white solid. ESI-MS m/z calc. 178.2, found 179.1 (M+1)+; Retention time: 1.14 minutes (3 min run).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08916565B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-e5eb848a2be347db8a1c8e1da66d7ad0 |
| Source note | uspto-grants-2014_12 |