HuagongsheHuagongshe Chemistry Print Report · For research reference only
Carbon tetrabromide → HCID 178463279, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Carbon tetrabromide | HCID 11205 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | HCID 178463301 | HCID 178463301 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 178463279 | HCID 178463279 | 38.5% |
Reaction Steps
To a stirred solution of methyl 3-(((trans)-4-((tert-butoxycarbonyl)(methyl)amino)cyclohexyl)(ethyl)amino)-5-(3-hydroxyprop-1-yn-1-yl)-2-methylbenzoate (1.2 g, 2.62 mmol) in DCM (15 mL), PPh3 (1.37 g, 5.22 mmol) and CBr4 (1.7 g, 5.10 mmol) were added at 0° C. and reaction was stirred for 4 h at room temperature. On completion, reaction was quenched with ice water and extracted with dichloromethane. The combined organic layers were washed with water, dried, concentrated under reduced pressure. The crude material was purified by column chromatography to afford the title compound (0.5 g, 38.5% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09006242B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-48379360e0984c2aa58f1b8a4d1723c3 |
| Source note | uspto-grants-2015_04 |