HuagongsheHuagongshe Chemistry Print Report · For research reference only
N,N,N',N'-Tetramethylethylenediamine → Phenylpropiolic Acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N,N,N',N'-Tetramethylethylenediamine | HCID 8037 | — |
| Reactant | Phenylacetylene | HCID 10821 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Catalyst | Cuprous chloride | HCID 62652 | — |
| Product | Phenylpropiolic Acid | HCID 69475 | — |
Reaction Steps
An initial experiment was conducted by using 2 mol % of CuCl, 2 mol % of TMEDA (N,N,N′,N′-tetramethylethylenediamine) ligand, and K2CO3 as base for the carboxylation of 1-ethynylbenzene at ambient temperature and atmospheric pressure. Remarkably, phenylpropiolic acid was produced in excellent yield after acid workup. The isolated pure product was characterized by NMR and elemental analysis. Phenylpropiolic acid was further converted into its methylester and characterized by NMR and GC/MS.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08816127B2 |
| Source dataset | uspto-grants-2014_08 |
| ORD ID | ord-810867d5cbcc4f2ebc36a74f568ffc24 |
| Source note | uspto-grants-2014_08 |