HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Bicarbonate → HCID 86712311, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Reactant | HCID 86712310 | HCID 86712310 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86712311 | HCID 86712311 | — |
Reaction Steps
A solution of 2-methyl-2-(2-((triethylsilyl)ethynyl)phenyl)propanamide A35 (0.116 g, 0.385 mmol) in THF (5 mL) was stirred with TBAF (1.0 M in THF, 0.40 mL, 0.40 mmol) at 0° C. for 2 minutes. Sat. aq. NaHCO3 (20 mL) was added and the aqueous phase was extracted with EtOAc (3×30 mL). The combined organics were washed with brine, dried (MgSO4) and the solvent was removed in vacuo. The resultant yellow oil was purified by column chromatography (Biotage Isolera, 24 g SiO2 cartridge, 20-100% EtOAc in petroleum benzine 40-60° C.) to give the title compound A36 as a yellow solid (0.060 g, 83%). LCMS-D: rt 3.02 min; m/z 188 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09238644B2 |
| Source dataset | uspto-grants-2016_01 |
| ORD ID | ord-0c036c05f59f49a99e371e6ed30aa40b |
| Source note | uspto-grants-2016_01 |