HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 352578, compound → HCID 67423437, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 352578 | HCID 352578 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Catalyst | Phosphonium, ethyltriphenyl-, bromide (1:1) | HCID 73727 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 67423437 | HCID 67423437 | 46.5% |
Reaction Steps
Potassium t-butoxide (1.0 M in THF, 0.3 mL, 0.30 mmol) was added dropwise to a stirred solution of ethyl triphenylphosphonium bromide (156 mg, 0.42 mmol) in 2 mL anhydrous toluene. A bright orange suspension resulted and was stirred at room temperature for 5 hours. Compound 130B (25 mg, 0.076 mmol) in 1 mL THF was added to the above suspension and stirred overnight. The reaction was quenched with saturated ammonium chloride and extracted with dichloromethane to give the crude product, which was purified on silica gel column eluted with 0.3% ammonium hydroxide and 3% methanol in dichloromethane to give the desired product (12 mg, 46% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07345034B2 |
| Source dataset | uspto-grants-2008_03 |
| ORD ID | ord-68306972987241ddb4561a8e5698c683 |
| Source note | uspto-grants-2008_03 |