Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Phenol | HCID 996 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Ethyl 2-bromopropionate | HCID 79040 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 4496358 | HCID 4496358 | 87.2% |
Reaction Steps
To a solution of NaH (765 mg, 31.89 mmol) in DMF (10 mL) was added phenol (1 g, 10.63 mmol) at 25° C. The mixture was heated at reflux temperature for 15 min, and then ethyl 2-bromopropanoate (2.3 g, 12.75 mmol) was added. The resulting mixture was stirred at 25° C. for another 16 h before quenching with water (50 mL). The mixture was extracted with ethyl acetate (3×20 mL). The combined organic layers were washed with brine (30 mL), dried over Na2SO4 and concentrated to give the title compound (1.8 g, 85.7%) as colorless oil which was used in next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08940726B2 |
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| Source dataset | uspto-grants-2015_01 |
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| ORD ID | ord-5369b885ebcd47b18983a33cec2f9936 |
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| Source note | uspto-grants-2015_01 |
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