HuagongsheHuagongshe Chemistry Print Report · For research reference only
Imidazole → N-(2-(tert-Butyldimethylsilyloxy)ethyl)methylamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | 2-(Methylamino)ethanol | HCID 8016 | — |
| Reactant | tert-Butyldimethylsilyl chloride | HCID 28928 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-(2-(tert-Butyldimethylsilyloxy)ethyl)methylamine | HCID 16203640 | 101.2% |
Reaction Steps
A solution of tert-butyldimethylchlorosilane (4.2 g, 27.9 mmol) in dichloromethane (10 mL) was added dropwise over 3 min to a stirred solution of 2-(methylamino)ethanol (2.0 g, 26.6 mmol) and imidazole in dichloromethane (20 mL) at room temperature. The resulting mixture was stirred at room temperature for 1 h. Water (20 mL) was added and the phases were separated. The aqueous phase was extracted with dichloromethane then the combined organic phases were passed through a phase separation cartridge and the solvent removed under reduced pressure to afford a colorless oil (5.10 g, 95%). This was taken through to the next step with no further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08796296B2 |
| Source dataset | uspto-grants-2014_08 |
| ORD ID | ord-b8e5d385509d448298a373b7660d8fae |
| Source note | uspto-grants-2014_08 |