HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrabutylammonium Fluoride → 2-Ethynyl-5-(4-methoxyphenyl)pyrazine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Reactant | 2-(4-Methoxyphenyl)-5-((trimethylsilyl)ethynyl)pyrazine | HCID 66611167 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-Ethynyl-5-(4-methoxyphenyl)pyrazine | HCID 87085169 | — |
Reaction Steps
To 2.00 g (7.08 mmol) 2-(4-methoxyphenyl)-5-((trimethylsilyl)ethynyl)pyrazine in 50 mL DCM are added 2.08 g (7.44 mmol) TBAF*H2O and the reaction mixture is stirred at r.t. for 30 min. The mixture is washed with 50 mL water (3×) and the organic layer is dried with MgSO4 and the solvent is removed in vacuo. The crude product is purified by column chromatography (silica gel, PE/EtOAc 100/0→80/20).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08835472B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-3a9d6764fffd41d2b09dca3377d4193e |
| Source note | uspto-grants-2014_09 |