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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 623678Generated: October 30, 2026

Water → t-Butyl ethynyl(4-morpholinobenzyl)carbamate

https://huagongshe.com/reaction/623678

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTetrabutylammonium FluorideHCID 2724141—
Reactant(4-Morpholin-4-yl-benzyl)-[(triisopropylsilanyl)-ethynyl]-carbamic acid t-butyl esterHCID 131735187—
SolventTetrahydrofuranHCID 8028—
Productt-Butyl ethynyl(4-morpholinobenzyl)carbamateHCID 11767798760%

Reaction Steps

TBAF (2.18 g, 6.9 mmol) was added to a solution of (4-morpholin-4-yl-benzyl)-[(triisopropylsilanyl)-ethynyl]-carbamic acid t-butyl ester (1.42 g, 3 mmol) in THF (23 ml) at 0° C. The mixture was stirred for 1 hour at this temperature and was then warmed to RT. H2O (15 ml) was added and the organic phase was extracted with Et2O (3×15 ml) and dried over Na2SO4. The solvent was removed under reduced pressure and the desired compound was obtained after purification by column chromatography (PE/AcOEt:80/20 to 75/25). The title compound was obtained as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09302998B2
Source datasetuspto-grants-2016_04
ORD IDord-fb6d90687a334247b8deacdfa78dabc5
Source noteuspto-grants-2016_04