HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diazomethane → HCID 18379010, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diazomethane | HCID 9550 | — |
| Reactant | HCID 69561113 | HCID 69561113 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 18379010 | HCID 18379010 | — |
Reaction Steps
A solution of Example 42I (207 mg, 0.5 mmol) and Pd(OAc)2 (5 mg) in THF (100 mL), at 0° C. was treated with a 0° C. 2M solution of diazomethane in diethyl ether (20 mL), warmed to room temperature over 10 minutes, treated with Pd(OAc)2 (5 mg) and 2M diazomethane in diethyl ether (20 mL), and treated two more times with Pd(OAc)2 and 2M diazomethane after 10 minute stirring intervals. After the final addition, the mixture was stirred for 1 hour, filtered through diatomaceous earth (Celite®) and concentrated. The concentrate was purified by flash column chromatography on silica gel with 10% ethyl acetate/hexanes to provide the desired product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06495562B1 |
| Source dataset | uspto-grants-2002_12 |
| ORD ID | ord-39bebdde98c84cb087557c1a3e9d539c |
| Source note | uspto-grants-2002_12 |