HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl 3-bromo-5-[(1E)-3-methoxy-1-propen-1-yl]-4-methylbenzoate → Methyl 3-bromo-5-(3-methoxypropyl)-4-methylbenzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl 3-bromo-5-[(1E)-3-methoxy-1-propen-1-yl]-4-methylbenzoate | HCID 67062162 | — |
| Catalyst | (1,5-Cyclooctadiene)pyridine(tricyclohexylphosphine)iridium hexafluorophosphate | HCID 5702647 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Methyl 3-bromo-5-(3-methoxypropyl)-4-methylbenzoate | HCID 66895990 | — |
Reaction Steps
To a dichloromethane (0.2 M) solution of methyl 3-bromo-5-[(1E)-3-methoxy-1-propen-1-yl]-4-methylbenzoate (1 eq.) from the previous step was added Crabtree's catalyst (0.01 eq.). The resulting orange red solution was bubbled with hydrogen for 10 min to activate the catalyst and then stirred at RT under a static balloon atmosphere of hydrogen for 3 h. Finally, removal of the volatiles in vacuo afforded the crude title compound as a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08889714B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-e8d6ee2315324a5fbde85c8cdfcb8ff8 |
| Source note | uspto-grants-2014_11 |