HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → (R)-Methyl 2-(3-chlorophenyl)-2-hydroxyacetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Hexane | HCID 8058 | — |
| Reactant | Trimethylsilyldiazomethane | HCID 167693 | — |
| Reactant | (R)-2-(3-Chlorophenyl)-2-hydroxyacetic acid | HCID 2733127 | — |
| Solvent | Benzene | HCID 241 | — |
| Product | (R)-Methyl 2-(3-chlorophenyl)-2-hydroxyacetate | HCID 15606324 | 100% |
Reaction Steps
A solution of trimethylsilyldiazomethane in hexane (2 M, 1.5 mL, 3.0 mmol) was added to a solution of (R)-(3-chloro-phenyl)hydroxy-acetic acid (497 mg, 2.66 mmol) in benzene (2.6 mL)-methanol (1.3 mL) under cooling with ice. Then, the ice bath was removed 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 (533 mg, 100%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07935688B2 |
| Source dataset | uspto-grants-2011_05 |
| ORD ID | ord-acb4e590f4b54af78e766fdbdfa59cb8 |
| Source note | uspto-grants-2011_05 |