HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Bromophenol → 1-Bromo-4-[3-(methylsulfanyl)propoxy]benzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Bromophenol | HCID 7808 | — |
| Reactant | 3-(Methylthio)-1-propanol | HCID 10448 | — |
| Reactant | Tributylphosphine | HCID 13831 | — |
| Reactant | 1,1'-(Azodicarbonyl)dipiperidine | HCID 73042 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1-Bromo-4-[3-(methylsulfanyl)propoxy]benzene | HCID 68511537 | 89.6% |
Reaction Steps
To a solution of 4-bromophenol (3.4 g) and 3-methylthio-1-propanol (2.6 g) in tetrahydrofuran (20 mL) were added tributylphosphine (7.5 mL) and 1,1′-(azodicarbonyl)dipiperidine (7.6 g), and the mixture was stirred at room temperature for 2 hr. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column (0% ethyl acetate/hexane to 20% ethyl acetate/hexane) to give the title compound (4.6 g, 83%) as a white crystal.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08309580B2 |
| Source dataset | uspto-grants-2012_11 |
| ORD ID | ord-708dcdf0154147748cbbed7f3495007c |
| Source note | uspto-grants-2012_11 |