HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 178522903, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Pentyn-1-ol | HCID 79346 | — |
| Reactant | HCID 178522917 | HCID 178522917 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 178522903 | HCID 178522903 | — |
Reaction Steps
A solution of the title compound of Example 5 (540.3 mg), 4-pentyn-1-ol (0.16 mL), PdCl2 (PPh3)2 (21.1 mg), and 0.75 mL Et3N in 3 mL DMF is heated at 90° C. for 1 hr. The reaction mixture is cooled to room temperature and partitioned between EtOAc and H2O. The aqueous layer is washed with EtOAc (3×). The combined organic layers are dried over Na2SO4 and condensed to obtain a red-brown residue. The residue is diluted with CH2Cl2 and chromatographed eluting with 2% MeOH in CH2Cl2. Fractions homogenous by TLC are combined, condensed and recrystallized from EtOAc/hexanes to yield 0.296 g of the desired product as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06093732 |
| Source dataset | uspto-grants-2000_07 |
| ORD ID | ord-feb59aa2d41e4f1998753e640136d72a |
| Source note | uspto-grants-2000_07 |