HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methane → Methyl 3-[3-(methyloxy)propyl]-1-naphthalenecarboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methane | HCID 297 | — |
| Reactant | Methyl 3-[(1E)-3-(methyloxy)-1-propen-1-yl]-1-naphthalenecarboxylate | HCID 67062152 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | Methyl 3-[3-(methyloxy)propyl]-1-naphthalenecarboxylate | HCID 66896160 | — |
Reaction Steps
Methyl 3-[(1E)-3-(methyloxy)-1-propen-1-yl]-1-naphthalenecarboxylate (1 eq.) from the previous step and 10% w/w palladium over charcoal (0.1 eq.) were suspended in MeOH (0.08 M). The vessel was then evacuated and purged with H2. Under a balloon-filled H2 atmosphere, the reaction suspension was stirred at RT for 2 h. The reaction was then quenched with CH2Cl2, filtered through a bed of celite and the filtrate concentrated in vacuo. Purification of the crude product thus obtained by way of flash chromatography (SiO2, Hex→1:1 (v/v) Hex:EtOAc) afforded the title compound as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08889714B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-cb4c8964602d42a1a77523baf2db181e |
| Source note | uspto-grants-2014_11 |