HuagongsheHuagongshe Chemistry Print Report · For research reference only
alpha,alpha-Dimethyl-2-naphthaleneethanamine → Ethyl 5-[2-[1-[(2R)-2-hydroxy-3-[[2-methyl-1-(naphthalen-2-yl)propan-2-yl]amino]propoxy]ethyl]phenyl]thiophene-2-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | alpha,alpha-Dimethyl-2-naphthaleneethanamine | HCID 15369616 | — |
| Reactant | Lithium perchlorate | HCID 23665649 | — |
| Reactant | Ethyl 5-[2-[1-(((2R)-oxiranyl)methoxy)ethyl]phenyl]thiophene-2-carboxylate | HCID 58662606 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | Ethyl 5-[2-[1-[(2R)-2-hydroxy-3-[[2-methyl-1-(naphthalen-2-yl)propan-2-yl]amino]propoxy]ethyl]phenyl]thiophene-2-carboxylate | HCID 58662609 | 96.5% |
Reaction Steps
Ethyl 5-[2-[1-(((2R)-oxiranyl)methoxy)ethyl]phenyl]thiophene-2-carboxylate (499 mg) obtained in Step 4 was dissolved in toluene, [2-methyl-1-(naphthalen-2-yl)propan-2-yl]amine (299 mg) and lithium perchlorate (160 mg) were successively added, and the mixture was stirred overnight at room temperature. The reaction mixture was concentrated under reduced pressure and the obtained residue was purified by silica gel column chromatography (chloroform:methanol=30:1) to give the title compound (770 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07285572B2 |
| Source dataset | uspto-grants-2007_10 |
| ORD ID | ord-bb7a154918ab43ca84190124fac0239f |
| Source note | uspto-grants-2007_10 |