HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trimethylsilyldiazomethane → HCID 178501034, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trimethylsilyldiazomethane | HCID 167693 | — |
| Reactant | 4-(4-Chlorophenyl)cyclohexane-1-carboxylic acid | HCID 2735792 | — |
| Catalyst | Trifluoroacetic acid | HCID 6422 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 178501034 | HCID 178501034 | — |
Reaction Steps
Trimethylsilyldiazomethane (15.71 ml, 31.4 mmol) was slowly added into a solution of (e)-4-(4-chlorophenyl)cyclohexanecarboxylic acid (3 g, 12.57 mmol) in MeOH (75 mL) at room temperature. LCMS indicated complete conversion in 1 hr. Added a few drops of TFA to quench the reaction. Volatiles were removed under reduced pressure. The resulting pot residue was purified by flash chromatography (SiO2, Biotage 65i cartridge). The column was eluted by an EtOAc/hexanes mixture (0% to 20%). Related fractions were pooled and evaporated to afford a white solid as the titled compound. LCMS calc.=252.09. found=253.20 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09221834B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-b5088267cf244cf58f20e1408f552f66 |
| Source note | uspto-grants-2015_12 |