HuagongsheHuagongshe Chemistry Print Report · For research reference only
Imidazole → 1-Bromo-3-((((1,1-dimethylethyl)dimethylsilyl)oxy)methyl)benzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | tert-Butyldimethylsilyl chloride | HCID 28928 | — |
| Reactant | 3-Bromobenzyl alcohol | HCID 85141 | — |
| Solvent | Water | HCID 962 | — |
| Product | 1-Bromo-3-((((1,1-dimethylethyl)dimethylsilyl)oxy)methyl)benzene | HCID 22033147 | 85% |
Reaction Steps
A mixture of 5.0 g 3-bromobenzyl alcohol, imidazole (3.64 g), dimethyl-t-butylchlorosilane (4.02 g) and N,N-dimethylformamide (25 ml) was stirred at room temperature for 2 hours. The reaction mixture was poured into water and extracted three times with ether. The combined organic extract was washed with water, brine and dried. Evaporation gave the product as a colorless oil (6.83 g, 85% yield) which was used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04623650 |
| Source dataset | uspto-grants-1986_11 |
| ORD ID | ord-434f0b580b4c448b8224c208903132d6 |
| Source note | uspto-grants-1986_11 |