Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | tert-Butyldimethylsilyl chloride | HCID 28928 | — |
| Reactant | HCID 178515017 | HCID 178515017 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 178455354 | HCID 178455354 | 65.6% |
Reaction Steps
tert-Butyldimethylsilyl chloride (60 g; 0.39 mol) was added in portions to a mixture of trans N-(4-hydroxycyclohexyl)phthalimide (D62, 95 g; 0.39 mol), imidazole (55 g; 0.78 mol), and DMF (200 mL) at 20-30° C. (internal, ice cooling). After stirring for 3 h more at 40° C. the mixture was partitioned between water/hexane. Drying and evaporation of the organic layer gave the title compound (92 g) crystallised from pentane.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08426443B2 |
|---|
| Source dataset | uspto-grants-2013_04 |
|---|
| ORD ID | ord-cbaef918a19647d0ad590fc015dc84a0 |
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| Source note | uspto-grants-2013_04 |
|---|