HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 59590874, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Trimethylsilyldiazomethane | HCID 167693 | — |
| Reactant | Dichloromethane methanol | HCID 21226129 | — |
| Reactant | HCID 59590777 | HCID 59590777 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 59590874 | HCID 59590874 | 89% |
Reaction Steps
A 25 mL conical flask was charged with 42.3 (0.11 g, 0.50 mmol) and 10:1 DCM/MeOH (5 mL). To the orange solution was added (trimethylsilyl)diazomethane (2.0 M solution in diethyl ether, commercially available from Aldrich) (0.30 mL, 0.60 mmol) dropwise (vigorous gas evolution). The resulting solution was stirred for 15 minutes at room temperature, quenched with acetic acid (0.029 mL, 0.50 mmol), and concentrated. The residue was purified by silica gel flash chromatography (0-30% EtOAc/hexanes) to afford 42.4 (0.104 g, 89% yield) as a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08450522B2 |
| Source dataset | uspto-grants-2013_05 |
| ORD ID | ord-cce1f6378c074365a3e37705de3e1018 |
| Source note | uspto-grants-2013_05 |