Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733207 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Cyclohexane ethylacetate | HCID 21867204 | — |
Reaction Steps
The amine AM17 (1 eq.) was initially introduced into the flask together with the corresponding acid (1 eq.) under nitrogen. TBTU (1 eq.) and HOBT (1 eq.) were then added and the solids were dissolved in THF (8.5 ml/mmol of amine). N-ethyldiisopropylamine (2 eq.) was added to this mixture with constant stirring and the mixture was subsequently stirred at room temperature overnight. Ethyl acetate was added to the reaction solution and the mixture was washed with sat. NaCl solution, NaHCO3 solution, NaCl and with NH4HSO3 solution and evaporated to dryness with nitrogen and the residue was dried overnight using an oil pump. It was possible to obtain the desired product by means of flash column chromatography (mobile phase: ethyl acetate/cyclohexane, 1:5).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07879858B2 |
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| Source dataset | uspto-grants-2011_02 |
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| ORD ID | ord-b3bf246f724a4e20a4608a7367c0f83c |
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| Source note | uspto-grants-2011_02 |
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