HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → N-(11-(Carbomethoxy)undecanoyl)-N-Methyl-2-Benzyloxyaniline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 2-(Benzyloxy)-N-methylaniline | HCID 18796075 | — |
| Reactant | Dodecanedioic acid, monomethyl ester | HCID 22672980 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-(11-(Carbomethoxy)undecanoyl)-N-Methyl-2-Benzyloxyaniline | HCID 18795814 | 76.2% |
Reaction Steps
To a stirred ice-cold solution of (27) (0.21 g., 1.0 mM) in dried methylene chloride (10 mL) containing anhydrous pyridine (0.3 mL) is added (7) (0.27 g., 1.03 mM), dissolved in 5 methylene chloride (5 mL), dropwise over 1 minute (some methylene chloride used as a rinse). After stirring cold for 30 minutes, the mixture is allowed to stir at ambient temperature for completion of the reaction. The reaction mixture is washed 1× with 1N HCL, dried (Na2SO4) and filtered. Flash chromatography (silica gel, 20% ethyl acetate/hexane as eluant) of the residue obtained gives the title compound (28) (0.33 g) as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05753641 |
| Source dataset | uspto-grants-1998_05 |
| ORD ID | ord-3fb6d634f95e4643a3162d99142d6e7d |
| Source note | uspto-grants-1998_05 |