HuagongsheHuagongshe Chemistry Print Report · For research reference only
Imidazole → 3-({[tert-Butyl(diphenyl)silyl]oxy}methyl)pyridin-2(1H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | tert-Butyldiphenylchlorosilane | HCID 94078 | — |
| Reactant | 3-(Hydroxymethyl)pyridin-2(1H)-one | HCID 10630482 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 3-({[tert-Butyl(diphenyl)silyl]oxy}methyl)pyridin-2(1H)-one | HCID 59410156 | — |
Reaction Steps
At RT, 0.65 g (9.59 mmol) of imidazole, 2.42 g (8.79 mmol) of t-butyldiphenylchlorosilane and 0.10 g (0.80 mmol) of DMAP are added to 1.00 g (7.99 mmol) of the compound from Example 2A in 19 ml of DMF, and the mixture is stirred for 18 h. 180 ml of water are then added, and the mixture is kept at 0° C. for 3 h. After filtration, the residue obtained is purified by chromatography on silica gel (ethyl acetate/ethyldimethylamine 1000:1). This gives 801 mg (27% of theory) of the desired compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08383822B2 |
| Source dataset | uspto-grants-2013_02 |
| ORD ID | ord-77275f3db880496b807a32ddad1fc0fc |
| Source note | uspto-grants-2013_02 |