HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 178494888, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-Methoxypropyne | HCID 69393 | — |
| Reactant | HCID 178522917 | HCID 178522917 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 178494888 | HCID 178494888 | — |
Reaction Steps
A solution of the title compound of Example 5 (540.3 mg), methyl propargyl ether (0.14 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 H2 0. The aqueous layer is washed with EtOAc (4×). The combined organic layers are dried over Na2SO4 and condensed to obtain a dark residue. The residue is diluted with MeOH, adsorbed onto silica, and chromatographed eluting with 2% MeOH in CH2Cl2. Fractions homogenous by TLC are combined, condensed and recrystallized from EtOAc/hexanes to yield 0.218 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-1f44bf44ff3a4d8ca711c18710eea2b3 |
| Source note | uspto-grants-2000_07 |