Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Reactant | 4-Pentynoic acid | HCID 22464 | — |
| Reactant | N-Hydroxysuccinimide | HCID 80170 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 57339402 | HCID 57339402 | 100.5% |
Reaction Steps
4-pentynoic acid (5.0 g, 51 mmol) and N-hydroxy succinimide (5.87 g, 51 mmol) were added to a solution of DCC (12.6 g, 61.2 mmol) in THF (125 ml) at −10° C. The mixture was then stirred for 1 h at −10° C. then left to stir at room temperature overnight. (A white precipitate was observed after 15 min). Acetic acid (0.63 ml) was then added. The resulting DCU was removed by filtration. The filtrate was then evaporated to give 10a (10 g, 100% crude yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08475768B2 |
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| Source dataset | uspto-grants-2013_07 |
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| ORD ID | ord-16c9bb3b940c42ca96f547030d38d13f |
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| Source note | uspto-grants-2013_07 |
|---|