Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Triisopropylsilyl chloride | HCID 139400 | — |
| Reactant | HCID 68272217 | HCID 68272217 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 70976288 | HCID 70976288 | 83% |
Reaction Steps
A mixture of 4-(4-bromobenzyl)-5-(4-bromophenyl)-3,3-dimethylpentan-1-ol (0.974 g, 2.34 mmol) and 1,3-diaza-2,4-cyclopentadiene (0.351 g, 5.15 mmol) in a reaction container was deaerated, and the air inside the reaction container was replaced with argon. N,N-dimethylformamide (12 mL) and triisopropylsilyl chloride (0.68 g, 3.51 mmol) were then added to the mixed liquid. The thus obtained mixed liquid was stirred overnight at room temperature, and a sufficient amount of water was added to halt the reaction. The organic layer was separated from the mixed liquid, and the water layer was extracted with diethyl ether. The thus obtained organic layer was washed with a saturated saline solution and then dried using anhydrous magnesium sulfate. The organic layer was then filtered, the filtrate was concentrated under reduced pressure, and the resulting residue was purified by silica gel column chromatography (hexane:diethyl ether=50:1), yielding the title compound (4j) (1.16 g, 1.94 mmol) as a light yellow liquid in a yield of 83%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09051246B2 |
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| Source dataset | uspto-grants-2015_06 |
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| ORD ID | ord-fc4b5beb4d0042e4ad3c78752d94d10c |
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| Source note | uspto-grants-2015_06 |
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