HuagongsheHuagongshe Chemistry Print Report · For research reference only
Imidazole → (3S)-3-({[tert-Butyl(dimethyl)silyl]oxy}methyl)morpholine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | tert-Butyldimethylsilyl chloride | HCID 28928 | — |
| Reactant | (R)-3-Hydroxymethylmorpholine | HCID 1514269 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (3S)-3-({[tert-Butyl(dimethyl)silyl]oxy}methyl)morpholine | HCID 22309119 | 92% |
Reaction Steps
(3R)-Morpholine-3-methanol (84.8 mg, 0.72 mmol), t-butyldimethylchlorosilane (0.11 g, 0.72 mmol), and imidazole (59.1 mg, 0.87 mmol) were allowed to react in 1 mL of dichloromethane at room temperature for 2 hours. The reaction product was purified by silica gel chromatography (dichloromethane:methanol:acetone=15:1:0.5) to obtain (3S)-3-(t-butyldimethylsilyloxy)methylmorpholine (0.15 g, 92%) as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06080859 |
| Source dataset | uspto-grants-2000_06 |
| ORD ID | ord-25447737ee9c4805933f431f70e30a96 |
| Source note | uspto-grants-2000_06 |