HuagongsheHuagongshe Chemistry Print Report · For research reference only
Carbon tetrabromide → (4-t-Butyldimethylsilyloxymethylcyclopent-1-en-1-yl)methyl bromide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Carbon tetrabromide | HCID 11205 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | HCID 54331641 | HCID 54331641 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (4-t-Butyldimethylsilyloxymethylcyclopent-1-en-1-yl)methyl bromide | HCID 53841289 | 49.7% |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
The carbon tetrabromide (1.39 g, 4.2 mmol) and triphenylphosphine (1.37 g, 5.2 mmol) were added in dichloromethane solution of (4-t-Butyldimethylsilyloxymethylcyclopent-1-en-1-yl)methyl alcohol (0.85 g, 3.5 mmol) under ice bath and then stirred for 30 min at 0° C. The reaction mixture was stirred for overnight at room temperature, extracted with dichloromethane, dried with MgSO4, filtered, concentrated and separated by column chromatography to give a desirable product (0.53 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05922727 |
| Source dataset | uspto-grants-1999_07 |
| ORD ID | ord-7fcaf4c39ee6443d9c0689cf8525c585 |
| Source note | uspto-grants-1999_07 |