HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Methoxybenzylamine → 5-Bromo-2-[(4-methoxy-benzylamino)-methyl]-furan-3-carboxylic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Methoxybenzylamine | HCID 75452 | — |
| Reactant | Methyl 5-bromo-2-(bromomethyl)furan-3-carboxylate | HCID 15534191 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 5-Bromo-2-[(4-methoxy-benzylamino)-methyl]-furan-3-carboxylic acid methyl ester | HCID 59023123 | — |
Reaction Steps
A solution of 5-bromo-2-bromomethyl-furan-3-carboxylic acid methyl ester (1.74, 5.88 mmol) and p-methoxy benzylamine (0.76 mL, 5.88 mmol) in MeOH (30 mL) is stirred at 85° C. for 1.5 hours. The reaction mixture is concentrated in vacuo and the residue purified by silica gel column chromatography eluting with 4:1 petroleum ether:ethyl acetate followed by 1:1 petroleum ether:ethylacetate. The title compound is isolated (643.8 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08178530B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-fe1c72f990184ad2ac2e4363e7b2def7 |
| Source note | uspto-grants-2012_05 |