HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → t-Butyl ethynyl(4-morpholinobenzyl)carbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Reactant | (4-Morpholin-4-yl-benzyl)-[(triisopropylsilanyl)-ethynyl]-carbamic acid t-butyl ester | HCID 131735187 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | t-Butyl ethynyl(4-morpholinobenzyl)carbamate | HCID 117677987 | 60% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09302998B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-fb6d90687a334247b8deacdfa78dabc5 |
| Source note | uspto-grants-2016_04 |