HuagongsheHuagongshe Chemistry Print Report · For research reference only
Carbon tetrabromide → ((4-Bromobutoxy)methyl)benzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Carbon tetrabromide | HCID 11205 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | 4-Benzyloxy-1-butanol | HCID 562212 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | ((4-Bromobutoxy)methyl)benzene | HCID 4422181 | 93.9% |
Reaction Conditions
| Temperature | -15 °C |
|---|
Reaction Steps
239 g of tetrabromomethane are added in portions to the solution of 105 g of 4-benzyloxybutan-1-ol and 191 g of triphenylphosphine in 1 l of methylene chloride cooled to −15° C. and the mixture is stirred at 0° C. for 1 h after addition is complete. After the reaction mixture has been concentrated in vacuo, purification is carried out by chromatography on silica gel using a hexane-ethyl acetate gradient. 133 g of 4-benzyloxy-1-bromobutane are obtained as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06677324B1 |
| Source dataset | uspto-grants-2004_01 |
| ORD ID | ord-21a77f106baa4cf69f5885c5ae9f1533 |
| Source note | uspto-grants-2004_01 |