HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2277150Generated: October 31, 2026
1,1,3,3-Tetramethylguanidine → HCID 86731205, compound
https://huagongshe.com/reaction/2277150
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1,1,3,3-Tetramethylguanidine | HCID 66460 | — |
| Reactant | 1-Ethynyl-4-propoxybenzene | HCID 2775123 | — |
| Reactant | 5-(Benzyloxy)-2-iodophenol | HCID 86251810 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 86731205 | HCID 86731205 | 46.4% |
Reaction Steps
To a solution of 5-(benzyloxy)-2-iodophenol (2.65 g), 4-propoxyphenylacetylene (1.97 g) and 1,1,3,3-tetramethylguanidine (3.08 mL) in DMF (15 mL) were added bistriphenylphosphinedichloropalladium(II) (288 mg) and copper(I) iodide (156 mg) under a nitrogen atmosphere, and the mixture was stirred at 60° C. for 30 min. The reaction mixture was diluted with ethyl acetate, washed with water and saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate) to give the title compound (1.35 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09133129B2 |
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| Source dataset | uspto-grants-2015_09 |
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| ORD ID | ord-eef3e28bdb714fd7bdb722a95f33ba42 |
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| Source note | uspto-grants-2015_09 |
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