HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1429382Generated: November 1, 2026
Phosphorus tribromide → (R)-tert-Butyl(1-((2-(bromomethyl)benzyl)oxy)pent-4-en-2-yl)carbamate
https://huagongshe.com/reaction/1429382
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Phosphorus tribromide | HCID 24614 | — |
| Reactant | (R)-tert-Butyl(1((2-(hydroxymethyl)benzyl)oxy)pent-4-en-2-yl)carbamate | HCID 68233280 | — |
| Solvent | Carbon Tetrachloride | HCID 5943 | — |
| Product | (R)-tert-Butyl(1-((2-(bromomethyl)benzyl)oxy)pent-4-en-2-yl)carbamate | HCID 68233279 | 161.9% |
Reaction Steps
A solution of compound 18i (3.0 g, 9 mmol) in CCl4 (10 mL) was cooled in an ice bath. To this mixture was added PBr3 (1.0 g, 4.5 mmol) dropwise and the mixture was stirred at 0° C. for 2 hr. The mixture was quenched with water and extracted with DCM (3×50 mL). The combined organic layers were washed with brine and concentrated. The crude compound 18j (2.8 g, 80% yield) was used in the next step without purification. LCMS (m/z): 385.1 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08940722B2 |
|---|
| Source dataset | uspto-grants-2015_01 |
|---|
| ORD ID | ord-20139ca545ec4ad38c55bb56853679a8 |
|---|
| Source note | uspto-grants-2015_01 |
|---|