HuagongsheHuagongshe Chemistry Print Report · For research reference only
Imidazole → 1-(Tert-butyldimethylsilyloxy)-4-iodobut-2-yne
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | Iodine | HCID 807 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | 4-((Tert-butyldimethylsilyl)oxy)but-2-yn-1-ol | HCID 5461845 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-(Tert-butyldimethylsilyloxy)-4-iodobut-2-yne | HCID 11141418 | 71.4% |
Reaction Steps
1-(tert-Butyldimethylsilyloxy)-but-2-yn-4-ol (63, 4.0 g, 19.96 mmol), imidazole (1.80 g, 26.45 mmol), iodine (6.58 g, 25.95 mmol) and triphenylphosphine (6.80 g, 25.95 mmol) are treated in 100 ml dichloromethane according to J. Robertson et al. J. Chem. Soc., Perkin Trans. 1, 3389-3369, 2000. Work-up yields 4.42 g (71%) of a colourless oil. The product is used directly in the next step.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07799524B2 |
| Source dataset | uspto-grants-2010_09 |
| ORD ID | ord-632d369607ef46129d6d7e30a88e646b |
| Source note | uspto-grants-2010_09 |