HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dicyclohexylcarbodiimide → HCID 15029792, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Reactant | 2-Thiopheneacetic acid | HCID 15970 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | HCID 19882603 | HCID 19882603 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 15029792 | HCID 15029792 | 91% |
Reaction Steps
The product from Example 3 was converted to the free base (6 g) and dissolved in dry tetrahydrofuran (THF) (125 ml). Then 2-thiopheneacetic acid (3.62 g) and 1-hydroxybenzotriazole (5.1 g) was added followed by the dropwise addition of N,N'-dicyclohexylcarbodiimide (DCC) 6.7 g in dry THF (50 ml). The reaction was stirred at room temperature overnight, then filtered and evaporated to dryness. The oil was dissolved in EtOAc and upon standing precipitation occurred. This was filtered, and the filtrate washed with 1 N NaOH, then 1 N HCl and brine. The organic phase was dried (MgSO4), filtered and concentrated to afford the product, 7.4 g, 91% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05140040 |
| Source dataset | uspto-grants-1992_08 |
| ORD ID | ord-5c8cf54f26264a878d6078e5b822a413 |
| Source note | uspto-grants-1992_08 |