HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → Methyl 4-bromo-alpha-hydroxybenzeneacetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Hexane | HCID 8058 | — |
| Reactant | p-Bromomandelic acid | HCID 97930 | — |
| Reactant | Trimethylsilyldiazomethane | HCID 167693 | — |
| Solvent | Benzene | HCID 241 | — |
| Product | Methyl 4-bromo-alpha-hydroxybenzeneacetate | HCID 14571696 | 93.2% |
Reaction Steps
A solution of trimethylsilyldiazomethane in hexane (2 M, 1.4 mL, 2.8 mmol) was added to a solution of 4-bromo-phenyl-hydroxy-acetic acid (506 mg, 2.19 mmol) in benzene (2.1 mL)-methanol (1.0 mL) under cooling with ice, and the mixture was stirred at room temperature for five minutes. The reaction mixture was concentrated under reduced pressure. The residue was purified by silica gel chromatography (hexane/ethyl acetate=3/1) to give the title compound (500 mg, 93%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07935688B2 |
| Source dataset | uspto-grants-2011_05 |
| ORD ID | ord-b20975e893d9451080f5f154d764a445 |
| Source note | uspto-grants-2011_05 |