HuagongsheHuagongshe Chemistry Print Report · For research reference only
Bromotrimethylsilane → 1-Bromomethyl-2-(3-methoxy-propoxy)-benzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Bromotrimethylsilane | HCID 76113 | — |
| Reactant | [2-(3-Methoxy-propoxy)-4-methyl-phenyl]-methanol | HCID 67542816 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | 1-Bromomethyl-2-(3-methoxy-propoxy)-benzene | HCID 59382349 | 110.3% |
Reaction Steps
To a solution of the title C compound, [2-(3-methoxy-propoxy)-4-methyl-phenyl]-methanol (300 mg, 1.4 mmol) in 5 mL of chloroform is added trimethylbromosilane (0.28 mL, 2.1 mmol), with stiffing at room temperature. After 2 h the solvent is evaporated off and the crude residue is purified by flash column chromatography on silica gel (hexane/EtOAc 1/1) to afford the title compound as a colorless oil (0.4 g). Rt (HPLC, Nucleosil C18, 10:90-100:0 CH3CN/H2O+0.1% TFA within 5 min, then 100% CH3CN+0.1% TFA): 4.70 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08362040B2 |
| Source dataset | uspto-grants-2013_01 |
| ORD ID | ord-ce9836561fc24128ae487e09217c6b82 |
| Source note | uspto-grants-2013_01 |