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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 592429Generated: October 31, 2026

Sodium Bicarbonate → HCID 86712311, compound

https://huagongshe.com/reaction/592429

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
ReactantTetrabutylammonium FluorideHCID 2724141—
ReactantHCID 86712310HCID 86712310—
SolventTetrahydrofuranHCID 8028—
ProductHCID 86712311HCID 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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09238644B2
Source datasetuspto-grants-2016_01
ORD IDord-0c036c05f59f49a99e371e6ed30aa40b
Source noteuspto-grants-2016_01