HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → HCID 57443521, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Methyl 4-bromobenzoate | HCID 12081 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | HCID 178418443 | HCID 178418443 | — |
| Product | HCID 57443521 | HCID 57443521 | 98% |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
Ethylmagnesium bromide (3 M solution in diethyl ether, 77.5 mL, 233 mmol) was added to a solution of 4-bromo-benzoic acid methyl ester (20 g, 93 mmol) in tetrahydrofuran (220 mL) in a nitrogen atmosphere at 0° C., and the mixture was stirred at 0° C. for 30 minutes. The reaction mixture was then poured into a saturated aqueous ammonium chloride solution, followed by extraction with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure to give the target compound as a colorless oil (22.1 g, 98%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07935688B2 |
| Source dataset | uspto-grants-2011_05 |
| ORD ID | ord-a2f75b58981b4fb6a9ff8a451ea2a19d |
| Source note | uspto-grants-2011_05 |