Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | tert-Butyldiphenylchlorosilane | HCID 94078 | — |
| Reactant | HCID 178519868 | HCID 178519868 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 178455513 | HCID 178455513 | 97.1% |
Reaction Steps
A solution of (1H-imidazol-4-yl)methanol (14.6 g, 108 mmol) in DMF (100 mL) was treated with imidazole (22.16 g, 325 mmol) and TBDPSCl (29.8 g, 108 mmol) and the mixture was stirred and heated to 50° C. for 6 h. It was then allowed to cool to RT, poured onto H2O and extracted with DCM. The combined org. layers were dried over Na2SO4, filtered and concentrated in vacuo. Purification by flash chromatography (SiO2, DCM/MeOH 100:0 to 90:10) afforded the title compound (35.3 g). UPLC-MS: MS 337.2 (M+H+); UPLC rt 1.04 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08853203B2 |
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| Source dataset | uspto-grants-2014_10 |
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| ORD ID | ord-ae774b5a162a4c649c36581a41552c8c |
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| Source note | uspto-grants-2014_10 |
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